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Inokuma Yasuhide

Faculty of Engineering Applied Chemistry Industrial Organic ChemistryProfessor
Institute for Integrated Innovations Institute for Chemical Reaction Design and DiscoveryProfessor

Researcher basic information

■ Degree
  • 博士(理学), 京都大学, Mar. 2009
■ URL
researchmap URLホームページURL■ Various IDs
J-Global ID■ Research Keywords and Fields
Research Keyword
  • Carbonyl Compounds
  • Supramolecular Chemistry
  • ホストーゲスト化学
  • 細孔性錯体
  • X線結晶構造解析
  • 単結晶
Research Field
  • Nanotechnology/Materials, Synthetic organic chemistry
  • Nanotechnology/Materials, Structural organic chemistry and physical organic chemistry
  • Nanotechnology/Materials, Functional solid state chemistry
■ Educational Organization

Career

■ Career
Career
  • Apr. 2023 - Present
    Hokkaido University,, Graduate School of Engineering, Professor
  • Apr. 2022 - Present
    JST創発的研究支援事業, 福島パネル, 研究者(兼任)
  • Oct. 2018 - Present
    北海道大学化学反応創成研究拠点(ICReDD), 主任研究者(兼任)
  • Apr. 2022 - Mar. 2023
    京都大学化学研究所, 客員准教授
  • Apr. 2016 - Mar. 2023
    Hokkaido University, 工学研究院, 准教授
  • Oct. 2013 - Mar. 2017
    JSTさきがけ, 超空間制御と革新的機能創成, 研究者(兼任)
  • Mar. 2014 - Mar. 2016
    The University of Tokyo, 工学(系)研究科(研究院), 講師
  • Apr. 2009 - Feb. 2014
    The University of Tokyo, 工学(系)研究科(研究院), 助教
Educational Background
  • Apr. 2004 - Mar. 2009, Kyoto University, Graduate School of Science, Department of Chemistry
  • Apr. 2000 - Mar. 2004, Kyoto University, Faculty of Science
Committee Memberships
  • Apr. 2025 - Present
    有機合成化学協会 北海道支部, 副支部長, Society
  • Apr. 2021 - Present
    JSTさきがけ「物質探索空間の拡大による未来材料の創製」領域, 領域アドバイザー, Society
  • 2015 - 2020
    錯体化学会, 将来計画委員, Society

Research activity information

■ Awards
  • Mar. 2024, The Chemical Society of Japan, CSJ Award for Creative Research
    Development of Functional Organic Molecules Based on Discrete Polyketones
    Yasuhide Inokuma, 39951576
  • Apr. 2022, 公益財団法人長瀬科学技術振興財団, 長瀬研究振興賞
    猪熊 泰英
  • Dec. 2019, Asian Chemical Congress, Asian Rising Stars Lectureship
    Aliphatic polyketones for clay-play like molecular synthesis
    Yasuhide Inokuma
  • Apr. 2019, Tanaka Kikinzoku Memorial Foundation, encouraging prize for the researches on noble metals
    脂肪族ポリイミン化合物を基盤とする貴金属イオン吸着材料の開発
    Yasuhide Inokuma
  • Apr. 2016, The Univesity of Tokyo, Graduate School of Engineering, Dean's Prize, The Univesity of Tokyo School of Engineering
    Yasuhide Inokuma
  • Sep. 2015, The Frontier Salon Foundation, Nagase Special Prize
    Determining molecular structure Development of the "Crystalline Sponge Method"
    Yasuhide Inokuma
  • Apr. 2015, MEXT, Japan, The Young Scientists’ Prize by MEXT
    細孔性結晶を用いた微量化合物のX線結晶構造解析法の研究
    Yasuhide Inokuma
  • Dec. 2014, National Institute of Science and Technology Policy, NISTEP Researcher 2014
    ごく微量の化合物や非結晶物質の精緻なX線構造解析を可能にする「結晶スポンジ法」の開発
    Yasuhide Inokuma
  • Mar. 2014, Chemical Society of Japan, CSJ Award for for Young Chemists
    Visualization of Solution Chemistry by X-ray Crystallography within Crystals of Porous Coordination Networks
    Yasuhide Inokuma
  • Nov. 2013, Japan Society of Coordination Chemistry, JSCC Research Encouragement Award
    Development of the Crystallization-free Crystallography Method Using Porous Complexes
    Yasuhide Inokuma
  • Mar. 2013, Royal Society of Chemistry, PCCP prize
    Nano-to-microgram scale X-ray crystallography of non-crystalline compounds using crystalline sponges
    Yasuhide Inokuma
■ Papers
  • Superacid-resistant macrocyclic BODIPYs
    Keita Watanabe; Gentaro Honda; Yuki Terauchi; Shunsuke Mamiya; Yuya Inaba; Tasuku Nakajima; Jian Ping Gong; Yusaku Yamaguchi; Yuichi Kitagawa; Yasuchika Hasegawa; Yuki Ide; Min Gao; Tomoki Yoneda; Yasuhide Inokuma
    Nature Communications, 17, 1, Springer Science and Business Media LLC, 19 Mar. 2026, [Peer-reviewed], [Last author, Corresponding author]
    Scientific journal, Abstract

    Boron-dipyrromethenes (BODIPYs) are versatile fluorophores with intense fluorescence and broad applications in bioimaging and sensing. However, they undergo deboronation under acidic conditions, which causes fluorescence degradation. Herein, we designed exceptionally acid-stable BODIPYs by harnessing the synergistic boron-chelation effect of calix[3]pyrrole-like macrocycles. We show that their characteristic optical properties are retained in strongly acidic media, including superacids, without undergoing deboronation. Macrocyclic BODIPYs exhibit sharp absorption and protonation-induced fluorescence switching, with quantum yields of up to 0.90 and narrow Stokes shifts. Notably, no deboronation was observed even in non-diluted fluorosulfuric acid, and visible fluorescence was sustained for over a day. Beyond their unusual acid resistance, the macrocyclic BODIPYs had higher thermal- and photostability compared with conventional BODIPYs. Peripheral substitution allowed the modulation of absorption and emission wavelengths, and fluorous-tagging through axial ligand exchange enabled fluorescence switching in response to perfluorooctanoic acid in a fluorous solvent. We used superacid-resistant BODIPYs as acid indicators for the fluorescence staining of Nafion beads and sulfonylated gels, which are too acidic to sustain the fluorescence emission of conventional BODIPYs. Our findings expand the scope of BODIPYs into strongly acidic, non-aqueous environments, opening opportunities for fluorescence imaging and sensing in materials and biological systems.
  • Interaction Force Landscapes within and Surrounding Hydrophobic Nanopockets Revealed by Three-Dimensional Scanning Atomic Force Microscopy
    Moe Ogasawara; Saki Tanaka; Kayo Komatsu; Naoki Kishimoto; Dapeng Zhang; Tomoki Yoneda; Yasuhide Inokuma; Masayuki Morimoto; Akio Ohta; Hitoshi Asakawa
    JOURNAL OF PHYSICAL CHEMISTRY C, 130, 2, 1004, 1013, 15 Jan. 2026
    English, Scientific journal
  • Click conjugation using discrete polyketones enables dual anchoring of antibodies and nanowires for exosome profiling
    Kunanon Chattrairat; Akira Yokoi; Yumehiro Manabe; Yuki Ide; Takeshi Hasegawa; Mikiko Iida; Taiga Ajiri; Zetao Zhu; Ryosuke Uekusa; Masami Kitagawa; Yoshinobu Baba; Hiroaki Kajiyama; Yasuhide Inokuma; Takao Yasui
    American Chemical Society (ACS), 04 Sep. 2025
    Targeted molecular capture from complex biological fluids remains a critical challenge in extracellular vesicle (EV) analysis. Here we develop a nanowire-based microfluidic platform functionalized via a single-step click conjugation using N-hydroxysuccinimide-functionalized polyketones (pKNHSs) with discrete chain lengths. Tetrameric pKNHS enabled efficient and stable antibody immobilization on ZnO nanowires while minimizing non-specific adsorption. This chemically defined interface facilitated the selective capture of EVs from both cultured cells and serum, preserving membrane proteins and encapsulated miRNAs. Using antibody-modified nanowires, we identified distinct miRNA signatures associated with specific membrane markers in serum samples from patients with high-grade serous ovarian carcinoma. These results highlight the ability of discrete, chain-engineered polyketones to enable robust and tunable bioconjugation chemistry. The discrete-length polymer design also offers a generalizable strategy for precision surface engineering. Our approach offers a modular strategy for EV enrichment and molecular profiling with potential applications in liquid biopsy and precision diagnostics.
  • Image-Based Machine Learning Using Inkjet-Printed Chemicals: Mixing Ratio Prediction and Metal Ion Detection
    Taichi Sano; Yuki Terauchi; Yuki Ide; Ichigaku Takigawa; Tsuyoshi Minami; Yasuhide Inokuma
    Organic Letters, American Chemical Society (ACS), 12 Jul. 2025, [Peer-reviewed], [Invited], [Last author, Corresponding author]
    Scientific journal
  • Size-selective synthesis of calix[n]furan[2n]thiazoles bearing meso-CH2 bridges
    Kotaro Shibata; Takuma Nakabayashi; Keita Watanabe; Yuki Ide; Tomoya Ichino; Yasuhide Inokuma
    Journal of Porphyrins and Phthalocyanines, 29, 01/02, 184, 190, World Scientific Pub Co Pte Ltd, Feb. 2025, [Peer-reviewed], [Invited], [Last author, Corresponding author]
    English, Scientific journal, Size-selective synthesis of calixpyrrole-related macrocycles remains challenging, particularly for ring-contracted and expanded analogues, although calix[4]-type macrocycles are often obtained as major products via conventional acid-catalyzed condensation reactions of aryl monomers. Here, we found that the strain-based design of thiazole-containing macrocycles enables the size-selective synthesis of calixfuran[2[Formula: see text]]thiazoles ([Formula: see text] = 1 or 2) in which two thiazole units are linked by a methylene bridge. The DFT calculation through StrainViz analysis revealed that calix[1]furan[2]thiazole bearing a methylene bridge had a total strain of 11.2 kcal/mol, which was smaller than that of calix[3]pyrrole (13.4 kcal/mol). The target calix[1]furan[2]thiazole was almost exclusively formed in 45% yield by a Hantzsch reaction between the corresponding bis([Formula: see text]-bromoketone) and bis(thioamide) at 0.50 mM concentration. When the substrate concentration was increased above 10 mM, the calix[6]-type product, calix[2]furan[4]thiazole, was formed as the major product. Despite the existence of the meso-CH2-bridge, the obtained macrocycles were stable to air oxidation. Acid-catalyzed hydrolysis of the furan rings in calix[1]furan[2]thiazole and subsequent Paal–Knorr reaction afforded calix[1]pyrrole[2]thiazole. We also found that the deformation angles [Formula: see text] determined from the single crystal X-ray structures show a good correlation with the total strain and synthetic yield of calix[3]-type compounds via direct macrocyclization.
  • Cyclo[4]pyrrole with α-β direct linkages.
    Yuhua Sun; Riku Kitahara; Tomoya Ichino; Yuki Ide; Hisanori Senboku; Soji Shimizu; Takayuki Tanaka; Yasuhide Inokuma
    Chemical science, 15, 46, 19571, 19576, 27 Nov. 2024, [Peer-reviewed], [Last author, Corresponding author], [International Magazine]
    English, Scientific journal, A cyclo[4]pyrrole bearing pyrrole C(α)-C(β) direct linkages, a contracted porphyrin analogue with no meso-carbon bridge, was synthesized from an oligoketone-related precursor. X-ray crystallography and StrainViz analysis revealed a non-planar structure with a total strain of 20.8 kcal mol-1. The cyclo[4]pyrrole emits fluorescence in the visible region with a quantum yield of 0.026. The NICS calculations indicated a local 6π-aromatic character for each pyrrole unit, and the global π-electronic communication among the four pyrrole units was shown by the frontier orbitals in the neutral form. The cyclo[4]pyrrole underwent reversible stepwise electrochemical two-electron oxidation and the spin density of the radical cation intermediate localized on the 3,2':5',3''-terpyrrole moiety. However, spectroelectrochemical measurements and theoretical calculations indicated the contribution of a triplet diradical dication form with the spin density delocalized across the four pyrrole units and smaller dihedral angles between neighboring aromatic rings. The structural and electrochemical behavior of cyclo[4]pyrrole demonstrated the effects of ring contraction and recombination of the pyrrole-pyrrole linkages on the cyclo[n]pyrrole system.
  • Hydride Content Control of Perovskite Oxyhydride BaTiO3–xHx Supported by Image-Based Machine Learning
    Taichi Sano; Yuki Ide; Tatsuya Tsumori; Hiroki Ubukata; Ichigaku Takigawa; Hiroshi Kageyama; Yasuhide Inokuma
    ACS Applied Engineering Materials, 2, 10, 2391, 2396, American Chemical Society (ACS), 12 Oct. 2024, [Peer-reviewed], [Last author, Corresponding author]
    English, Scientific journal
  • Molecular Dynamics‐Based Conformational Simulation Method for Analysis of Arrival Time Distributions in Ion Mobility Mass Spectrometry
    Keisuke Tashiro; Yuki Ide; Tetsuya Taketsugu; Kazuaki Ohara; Kentaro Yamaguchi; Masato Kobayashi; Yasuhide Inokuma
    Advanced Theory and Simulations, 7, 11, Wiley, 27 Jul. 2024, [Peer-reviewed], [Last author, Corresponding author]
    Scientific journal, Abstract

    Ion mobility‐mass spectrometry (IM‐MS) has recently contributed to the structural analysis of molecules, including supramolecules and proteins, by determining the ion arrival time distributions correlated with the collision cross sections (CCSs), as well as the mass‐to‐charge ratios. However, its application range is still limited owing to the lack of general CCSs simulation methods based on possible molecular conformations. Here, a molecular dynamics‐based conformational search method for simulating CCS distributions using projection approximation is reported. As a case study, the gas‐phase conformations of the sodium adducts of conformationally flexible polyketones with 3,3‐dimethylpentane‐2,4‐dione as the monomer are analyzed. The sodium adduct of the hexamer (m/z 781.4 for [1 + Na]+) showed a monomodal arrival time distribution, but that of the octamer sodium adduct (m/z 1033.5 for [2 + Na]+) is multimodal. The conformational analysis indicated an unimodal CCS distribution of simulated [1 + Na]+ conformations in which the sodium cation is mainly bound at the chain terminal. Conversely, four clusters of conformations are obtained for [2 + Na]+ based on the Na+‐coordination sites, which qualitatively reproduced the observed CCS distribution. This approach will extend the utility of IM‐MS for the conformational analysis of flexible molecules in the gas phase.
  • Discrete polyketones: synthesis, derivatization, and potential applications
    Yasuhide Inokuma
    Bulletin of the Chemical Society of Japan, 97, 7, Oxford University Press (OUP), 04 Jul. 2024, [Peer-reviewed], [Invited]
    English, Scientific journal, Abstract

    The present account reviews recent progress in the synthesis, functionalization, and application of discrete polyketones. Whereas most polyketones are synthesized as polydisperse polymers with various molecular chain lengths and sizes, discrete polyketones are obtained in chemically pure forms. This allows precise structural analysis using nuclear magnetic resonance and X-ray diffraction. Discrete polyketones have been used to determine the critical chain length that distinguishes the crystallization behaviors of small molecules from those of macromolecules. Calix[3]pyrrole, which is a ring-contracted analogue of porphyrinogen, was first obtained from a cyclic hexaketone. The discovery of the strain-induced ring expansion reaction of calix[3]pyrroles has provided an important insight into solving a long-standing enigma in porphyrin synthesis. Chemical derivatization of discrete polyketones using ketone-derived transformations has resulted in the generation of various functional molecules for potential applications. These molecules have been used to develop several materials, including luminescent chromophores, ion adsorbents, drug–drug conjugates, and microfluidic devices for cancer diagnosis.
  • Implementation of highly crystalline polyketones as solid polymer electrolytes in high-temperature lithium metal batteries
    Rassmus Andersson; Isabell L. Johansson; Kilingaru I. Shivakumar; Guiomar Hernández; Yasuhide Inokuma; Jonas Mindemark
    Solid State Ionics, 410, 116542, 116542, Elsevier BV, Jul. 2024, [Peer-reviewed]
    English, Scientific journal
  • Contracted porphyrins and calixpyrroles: synthetic challenges and ring-contraction effects.
    Keita Watanabe; Narendra Nath Pati; Yasuhide Inokuma
    Chemical science, 15, 19, 6994, 7009, 15 May 2024, [Peer-reviewed], [Invited], [Last author, Corresponding author], [International Magazine]
    English, Scientific journal, Ring-contracted porphyrin analogues, such as subporphyrins and calix[3]pyrroles, have recently attracted considerable attention not only as challenging synthetic targets but also as functional macrocyclic compounds. Although canonical porphyrins and calix[4]pyrrole are selectively generated via acid-catalyzed condensation reactions of pyrrole monomers, their tripyrrolic analogues are always missing under similar conditions. Recent progress in synthesis has shown that strain-controlled approaches using boron(iii)-templating, core-modification, or ring tightening provide access to various contracted porphyrins. The tripyrrolic macrocycles are a new class of functional macrocycles exhibiting unique ring-contraction effects, including strong boron chelation and strain-induced ring expansion. This Perspective reviews recent advances in synthetic strategies and the novel ring-contraction effects of subporphyrins, triphyrins(2.1.1), calix[3]pyrroles, and their analogous.
  • Strain-based design, direct macrocyclization, and metal complexation of thiazole-containing calix[3]pyrrole analogues
    Keita Watanabe; Kotaro Shibata; Tomoya Ichino; Yuki Ide; Tomoki Yoneda; Satoshi Maeda; Yasuhide Inokuma
    Inorganic Chemistry Frontiers, 11, 12, 3548, 3554, 03 May 2024, [Peer-reviewed], [Last author, Corresponding author]
    English, Scientific journal
  • Drug-drug conjugates of MEK and Akt inhibitors for RAS-mutant cancers.
    Hikaru Fujita; Sachiko Arai; Hiroshi Arakawa; Kana Hamamoto; Toshiyuki Kato; Tsubasa Arai; Nanaka Nitta; Kazuki Hotta; Natsuko Hosokawa; Takako Ohbayashi; Chiaki Takahashi; Yasuhide Inokuma; Ikumi Tamai; Seiji Yano; Munetaka Kunishima; Yoshihiro Watanabe
    Bioorganic & medicinal chemistry, 102, 117674, 117674, 15 Mar. 2024, [Peer-reviewed], [International Magazine]
    English, Scientific journal, Controlling RAS mutant cancer progression remains a significant challenge in developing anticancer drugs. Whereas Ras G12C-covalent binders have received clinical approval, the emergence of further mutations, along with the activation of Ras-related proteins and signals, has led to resistance to Ras binders. To discover novel compounds to overcome this bottleneck, we focused on the concurrent and sustained blocking of two major signaling pathways downstream of Ras. To this end, we synthesized 25 drug-drug conjugates (DDCs) by combining the MEK inhibitor trametinib with Akt inhibitors using seven types of linkers with structural diversity. The DDCs were evaluated for their cell permeability/accumulation and ability to inhibit proliferation in RAS-mutant cell lines. A representative DDC was further evaluated for its effects on signaling proteins, induction of apoptosis-related proteins, and the stability of hepatic metabolic enzymes. These in vitro studies identified a series of DDCs, especially those containing a furan-based linker, with promising properties as agents for treating RAS-mutant cancers. Additionally, in vivo experiments in mice using the two selected DDCs revealed prolonged half-lives and anticancer efficacies comparable to those of trametinib. The PK profiles of trametinib and the Akt inhibitor were unified through the DDC formation. The DDCs developed in this study have potential as drug candidates for the broad inhibition of RAS-mutant cancers.
  • One‐pot, Gram‐Scale Synthesis of Calix[5]‐ and Calix[6]furan: Derivatization for Polyketone‐ and Isopyrazole‐based Macrocycles with Conformational Analysis
    Tomoki Yoneda; Taichi Sano; Narendra Nath Pati; Yuki Ide; Yasuhide Inokuma
    Asian Journal of Organic Chemistry, Wiley, 29 Feb. 2024, [Peer-reviewed], [Last author, Corresponding author]
    English, Scientific journal, Abstract

    A gram‐scale synthesis of calix[5]‐ and calix[6]furan was achieved by a one‐pot condensation of furan and acetone followed by stepwise separation of calix[n]furans (n=4–6) using size‐selective precipitation procedures. Calix[n]furans were converted to cyclic polyketones and then to ethylene‐bridged cyclic isopyrazoles. The conformational analysis of the cyclic furan, polyketone, and isopyrazole macrocycles was performed based on their single crystal structures, providing important structural insights for intermolecular interactions. The scalable synthetic procedures for larger calix[n]furans and their derivatives would contribute to further coordination and host‐guest chemistry using their cavities.
  • Machine Learning-Based Analysis of Molar and Enantiomeric Ratios and Reaction Yields Using Images of Solid Mixtures
    Yuki Ide; Hayato Shirakura; Taichi Sano; Muthuchamy Murugavel; Yuya Inaba; Sheng Hu; Ichigaku Takigawa; Yasuhide Inokuma
    Industrial & Engineering Chemistry Research, 62, 35, 13790, 13798, American Chemical Society (ACS), 23 Aug. 2023, [Peer-reviewed], [Last author, Corresponding author]
    Scientific journal
  • Identifying high-grade serous ovarian carcinoma–specific extracellular vesicles by polyketone-coated nanowires
    Akira Yokoi; Mayu Ukai; Takao Yasui; Yasuhide Inokuma; Kim Hyeon-Deuk; Juntaro Matsuzaki; Kosuke Yoshida; Masami Kitagawa; Kunanon Chattrairat; Mikiko Iida; Taisuke Shimada; Yumehiro Manabe; I-Ya Chang; Eri Asano-Inami; Yoshihiro Koya; Akihiro Nawa; Kae Nakamura; Tohru Kiyono; Tomoyasu Kato; Akihiko Hirakawa; Yusuke Yoshioka; Takahiro Ochiya; Takeshi Hasegawa; Yoshinobu Baba; Yusuke Yamamoto; Hiroaki Kajiyama
    Science Advances, 9, 27, American Association for the Advancement of Science (AAAS), 07 Jul. 2023, [Peer-reviewed]
    English, Scientific journal, Cancer cell–derived extracellular vesicles (EVs) have unique protein profiles, making them promising targets as disease biomarkers. High-grade serous ovarian carcinoma (HGSOC) is the deadly subtype of epithelial ovarian cancer, and we aimed to identify HGSOC-specific membrane proteins. Small EVs (sEVs) and medium/large EVs (m/lEVs) from cell lines or patient serum and ascites were analyzed by LC-MS/MS, revealing that both EV subtypes had unique proteomic characteristics. Multivalidation steps identified FRα, Claudin-3, and TACSTD2 as HGSOC-specific sEV proteins, but m/lEV-associated candidates were not identified. In addition, for using a simple-to-use microfluidic device for EV isolation, polyketone-coated nanowires (pNWs) were developed, which efficiently purify sEVs from biofluids. Multiplexed array assays of sEVs isolated by pNW showed specific detectability in cancer patients and predicted clinical status. In summary, the HGSOC-specific marker detection by pNW are a promising platform as clinical biomarkers, and these insights provide detailed proteomic aspects of diverse EVs in HGSOC patients.
  • The geometry of calix[3]pyrrole and the formation of the calix[3]pyrrole·F− complex in solution
    Ranajit Saha; Jenny Pirillo; Yuki Ide; Yasuhide Inokuma; Yuh Hijikata
    Theoretical Chemistry Accounts, 142, 5, Springer Science and Business Media LLC, 26 Apr. 2023, [Peer-reviewed]
    English, Scientific journal
  • Chain-Length-Dependent Hydrogen-Bonded Self-Assembly of Terminally Functionalized Discrete Polyketones
    Kilingaru I. Shivakumar; Yumehiro Manabe; Tomoki Yoneda; Yuki Ide; Yasuhide Inokuma
    Precision Chemistry, 1, 1, 34, 39, American Chemical Society (ACS), 09 Mar. 2023, [Last author, Corresponding author]
    Scientific journal
  • Chiral Calix[3]pyrrole Derivatives: Synthesis, Racemization Kinetics, and Ring Expansion to Calix[9]‐ and Calix[12]pyrrole Analogues
    Yuya Inaba; Jian Yang; Yu Kakibayashi; Tomoki Yoneda; Yuki Ide; Yuh Hijikata; Jenny Pirillo; Ranajit Saha; Jonathan L Sessler; Yasuhide Inokuma
    Angewandte Chemie International Edition, Wiley, 13 Feb. 2023, [Peer-reviewed], [Last author, Corresponding author]
    English, Scientific journal
  • Toward calix[2]-type macrocycles: Synthesis and structural analysis of cyclic tetraketone and highly strained furanophane
    Taichi Sano; Yuhua Sun; Taichi Mukai; Yuya Inaba; Tomoki Yoneda; Yuki Ide; Jenny Pirillo; Yuh Hijikata; Yasuhide Inokuma
    Journal of Porphyrins and Phthalocyanines, World Scientific Pub Co Pte Ltd, 21 Jan. 2023, [Peer-reviewed], [Invited], [Last author, Corresponding author]
    English, Scientific journal
  • Carbonyl-Containing Solid Polymer Electrolyte Host Materials: Conduction and Coordination in Polyketone, Polyester, and Polycarbonate Systems.
    Therese Eriksson; Harish Gudla; Yumehiro Manabe; Tomoki Yoneda; Daniel Friesen; Chao Zhang; Yasuhide Inokuma; Daniel Brandell; Jonas Mindemark
    Macromolecules, 55, 24, 10940, 10949, 27 Dec. 2022, [Peer-reviewed], [International Magazine]
    English, Scientific journal, Research on solid polymer electrolytes (SPEs) is now moving beyond the realm of polyethers that have dominated the field for several decades. A promising alternative group of candidates for SPE host materials is carbonyl-containing polymers. In this work, SPE properties of three different types of carbonyl-coordinating polymers are compared: polycarbonates, polyesters, and polyketones. The investigated polymers were chosen to be as structurally similar as possible, with only the functional group being different, thereby giving direct insights into the role of the noncoordinating main-chain oxygens. As revealed by experimental measurements as well as molecular dynamics simulations, the polyketone possesses the lowest glass transition temperature, but the ion transport is limited by a high degree of crystallinity. The polycarbonate, on the other hand, displays a relatively low coordination strength but is instead limited by its low molecular flexibility. The polyester performs generally as an intermediate between the other two, which is reasonable when considering its structural relation to the alternatives. This work demonstrates that local changes in the coordinating environment of carbonyl-containing polymers can have a large effect on the overall ion conduction, thereby also showing that desired transport properties can be achieved by fine-tuning the polymer chemistry of carbonyl-containing systems.
  • Absorption spectra of calix[3]pyrrole analogs as probes for contracted macrocycles
    Keita Watanabe; Ranajit Saha; Yuya Inaba; Yumehiro Manabe; Tomoki Yoneda; Yuki Ide; Yuh Hijikata; Yasuhide Inokuma
    Journal of Porphyrins and Phthalocyanines, World Scientific Pub Co Pte Ltd, 11 Nov. 2022, [Peer-reviewed], [Last author, Corresponding author]
    Scientific journal
  • Determination of the critical chain length for macromolecular crystallization using structurally flexible polyketones
    Yuki Ide; Yumehiro Manabe; Yuya Inaba; Yusuke Kinoshita; Jenny Pirillo; Yuh Hijikata; Tomoki Yoneda; Kilingaru I. Shivakumar; Saki Tanaka; Hitoshi Asakawa; Yasuhide Inokuma
    Chemical Science, 13, 34, 9848, 9854, Royal Society of Chemistry (RSC), Sep. 2022, [Peer-reviewed], [Last author, Corresponding author]
    English, Scientific journal, Critical chain length that divides small molecular crystallization from macromolecular crystallization is an important index in macro-organic chemistry to predict chain-length dependent properties of oligomers and polymers. However, extensive researches...
  • Alkali metal ion binding using cyclic polyketones
    Narito Ozawa; Kilingaru I. Shivakumar; Muthuchamy Murugavel; Yuya Inaba; Tomoki Yoneda; Yuki Ide; Jenny Pirillo; Yuh Hijikata; Yasuhide Inokuma
    Chemical Communications, 58, 18, 2971, 2974, Royal Society of Chemistry (RSC), Mar. 2022, [Peer-reviewed], [Invited], [Last author, Corresponding author]
    English, Scientific journal, Cyclic oligoketones composed of 3,3-dimethylpentane-2,4-diones showed crown ether-like alkali metal ion binding behavoir with association constants up to 1.7 x 104 M–1 in chloroform/acetonitrile (v/v, 9/1). The binding properties have...
  • Strain‐induced Ring Expansion Reactions of Calix[3]pyrrole‐related Macrocycles
    Yuya Inaba; Yu Kakibayashi; Yuki Ide; Jenny Pirillo; Yuh Hijikata; Tomoki Yoneda; Yasuhide Inokuma
    Chemistry – A European Journal, 28, 17, Wiley, 09 Feb. 2022, [Peer-reviewed], [Last author, Corresponding author]
    English, Scientific journal
  • Hybrid Eu III Coordination Luminophore Standing on Two Legs on Silica Nanoparticles for Enhanced Luminescence
    Teng Zhang; Yuichi Kitagawa; Ryoma Moriake; Pedro Paulo Ferreira da Rosa; Md. Jahidul Islam; Tomoki Yoneda; Yasuhide Inokuma; Koji Fushimi; Yasuchika Hasegawa
    Chemistry – A European Journal, 27, 58, 14438, 14443, Wiley, 19 Oct. 2021, [Peer-reviewed], [International Magazine]
    English, Scientific journal, In this study, we have demonstrated a two-legged, upright molecular design method for monochromatic and bright red luminescent LnIII -silica nanomaterials. A novel EuIII -silica hybrid nanoparticle was developed by using a doubly binding TPPO-Si(OEt)3 (TPPO: triphenyl phosphine oxide) linker. The TPPO-Si(OEt)3 was confirmed by 1 H, 31 P, 29 Si NMR spectroscopy and single-crystal X-ray analysis. Luminescent Eu(hfa)3 and Eu(tfc)3 moieties (hfa: hexafluoroacetylacetonate, tfc: 3-(trifluoromethylhydroxymethylene)camphorate) were fixed onto TPPO-Si(OEt)3 -modified silica nanoparticles, producing Eu(hfa)3 (TPPO-Si)2 -SiO2 and Eu(tfc)3 (TPPO-Si)2 -SiO2 , respectively. Eu(hfa)3 (TPPO-Si)2 -SiO2 exhibited the higher intrinsic luminescence quantum yield (93 %) and longer emission lifetime (0.98 ms), which is much larger than those of previously reported EuIII -based hybrid materials. Eu(tfc)3 (TPPO-Si)2 -SiO2 showed an extra-large intrinsic emission quantum yield (54 %), although the emission quantum yield for the precursor Eu(tfc)3 (TPPO-Si(OEt)3 )2 was found to be 39 %. These results confirmed that the TPPO-Si(OEt)3 linker is a promising candidate for development of EuIII -based luminescent materials.
  • Polyketone-Based Molecular Ropes as Versatile Components for Functional Materials
    Yasuhide Inokuma; Yuya Inaba
    Bulletin of the Chemical Society of Japan, 94, 9, 2187, 2194, The Chemical Society of Japan, 15 Sep. 2021, [Peer-reviewed], [Invited], [Lead author, Corresponding author]
    English, Scientific journal
  • Isopyrazole‐Masked Tetraketone: Tautomerism and Functionalization for Fluorescent Metal Ligands
    Hayato Shirakura; Yumehiro Manabe; Chika Kasai; Yuya Inaba; Makoto Tsurui; Yuichi Kitagawa; Yasuchika Hasegawa; Tomoki Yoneda; Yuki Ide; Yasuhide Inokuma
    European Journal of Organic Chemistry, 2021, 30, 4345, 4349, Wiley, 13 Aug. 2021, [Peer-reviewed], [Last author, Corresponding author]
    English, Scientific journal
  • Calix[3]pyrrole: A Missing Link in Porphyrin-Related Chemistry
    Yuya Inaba; Yu Nomata; Yuki Ide; Jenny Pirillo; Yuh Hijikata; Tomoki Yoneda; Atsuhiro Osuka; Jonathan L. Sessler; Yasuhide Inokuma
    Journal of the American Chemical Society, 143, 31, 12355, 12360, American Chemical Society (ACS), 11 Aug. 2021, [Peer-reviewed], [Last author, Corresponding author]
    English, Scientific journal
  • Insoluble π‐Conjugated Polyimine as an Organic Adsorbent for Group 10 Metal Ions
    Hayato Shirakura; Yuh Hijikata; Jenny Pirillo; Tomoki Yoneda; Yumehiro Manabe; Muthuchamy Murugavel; Yuki Ide; Yasuhide Inokuma
    European Journal of Inorganic Chemistry, 2021, 17, 1705, 1708, 07 May 2021, [Peer-reviewed], [Last author, Corresponding author]
    English, Scientific journal
  • Spirosilicate dimers of a bowl-shaped diol generated by intramolecular cyclization of an aliphatic tetraketone chains
    Yuya Inaba; Yasuhide Inokuma
    Chemistry Letters, 49, 882, 884, The Chemical Society of Japan, 13 May 2020, [Peer-reviewed], [Last author, Corresponding author]
    Scientific journal
  • Modular synthesis of oligoacetylacetones via site-selective silylation of acetylacetone derivatives
    Parantap Sarkar; Yuya Inaba; Hayato Shirakura; Tomoki Yoneda; Yasuhide Inokuma
    Organic & Biomolecular Chemistry, 18, 3297, 3302, Apr. 2020, [Peer-reviewed], [Last author, Corresponding author]
    English, Scientific journal
  • Supramolecular Conformational Control of Aliphatic Oligoketones by Rotaxane Formation
    Yumehiro Manabe; Keisuke Wada; Yudai Baba; Tomoki Yoneda; Tomoki Ogoshi; Yasuhide Inokuma
    Organic Letters, 2020, 22, 3224, 3228, Apr. 2020, [Peer-reviewed], [Last author, Corresponding author]
    English, Scientific journal
  • Chiral Monolayers with Achiral Tetrapod Molecules on Highly Oriented Pyrolytic Graphite
    Hitoshi Asakawa; Sayaka Matsui; Quang Thang Trinh; Hajime Hirao; Yasuhide Inokuma; Tomoki Ogoshi; Saki Tanaka; Kayo Komatsu; Akio Ohta; Tsuyoshi Asakawa; Takeshi Fukuma
    Journal of Physical Chemistry C, 124, 14, 7760, 7767, Apr. 2020, [Peer-reviewed]
    Scientific journal
  • Polyketones as Host Materials for Solid Polymer Electrolytes
    Therese Eriksson; Amber Mace; Yumehiro Manabe; Masahiro Yoshizawa-Fujita; Yasuhide Inokuma; Daniel Brandell; Jonas Mindemark
    Journal of The Electrochemical Society, 167, 7, 070537, 070537, The Electrochemical Society, 13 Mar. 2020, [Peer-reviewed]
    English, Scientific journal
  • Identification of Actinomycin D as a Specific Inhibitor of the Alternative Pathway of Peptidoglycan Biosynthesis
    Yasushi Ogasawara; Yohei Shimizu; Yohei Sato; Tomoki Yoneda; Yasuhide Inokuma; Tohru Dairi
    J. Antibiot., 73, 2, 125, 127, 2020, [Peer-reviewed]
    English, Scientific journal
  • Aliphatic polyketones as classic yet new molecular ropes for structural diversity in organic synthesis
    Yasuhide Inokuma; Tomoki Yoneda; Yuki Ide; Shota Yoshioka
    Chemical Communications, 56, 64, 9079, 9093, 2020, [Peer-reviewed], [Lead author, Corresponding author]
    English, Scientific journal
  • Luminescent Coordination Polymers Constructed from Flexible, Tetradentate Diisopyrazole Ligand and Copper(I) Halides
    Tomoki Yoneda; Chika Kasai; Yumehiro Manabe; Makoto Tsurui; Yuichi Kitagawa; Yasuchika Hasegawa; Parantap Sarkar; Yasuhide Inokuma
    Chemistry–An Asian Journal, 15, 5, 601, 605, 2020, [Peer-reviewed], [Last author, Corresponding author]
    English, Scientific journal
  • Splitting and Reorientation of π-Conjugation by an Unprecedented Photo-Rearrangement Reaction
    Yuya Inaba; Tomoki Yoneda; Yuichi Kitagawa; Kiyoshi Miyata; Yasuchika Hasegawa; Yasuhide Inokuma
    CHEMICAL COMMUNICATIONS, 56, 3, 348, 351, 2020, [Peer-reviewed], [Last author, Corresponding author]
    English, Scientific journal
  • Asymmetric Synthesis of a 5,7-Fused Ring System Enabled by an Intramolecular Buchner Reaction with Chiral Rhodium Catalyst
    Takayuki Hoshi; Eisuke Ota; Yasuhide Inokuma; Junichiro Yamaguchi
    Organic Letters, 21, 24, 10081, 10084, 20 Dec. 2019, [Peer-reviewed]
    Scientific journal
  • Aliphatic Polyketones as Shapable Molecular Chains
    Yasuhide Inokuma
    J. Synth. Org. Chem. Jpn., 77, 11, 1078, 1085, Nov. 2019, [Peer-reviewed], [Invited], [Lead author, Last author, Corresponding author]
    English, Scientific journal
  • Two-Step Transformation of Aliphatic Polyketones into π-Conjugated Polyimines
    Yumehiro Manabe; Mitsuharu Uesaka; Tomoki Yoneda; Yasuhide Inokuma
    The Journal of Organic Chemistry, 84, 16, 9957, 9964, Aug. 2019, [Peer-reviewed], [Last author, Corresponding author]
    English, Scientific journal
  • Control over Coordination Self-Assembly of Flexible, Multidentate Ligands by Stepwise Metal Coordination of Isopyrazole Subunits
    Yoshiko Ashida; Yumehiro Manabe; Shota Yoshioka; Tomoki Yoneda; Yasuhide Inokuma
    Dalton Transactions, 48, 3, 818, 822, Jan. 2019, [Peer-reviewed], [Last author, Corresponding author]
    English, Scientific journal
  • Oligoacetylacetones as shapable carbon chains and their transformation to oligoimines for construction of metal-organic architectures
    Uesaka Mitsuharu; Saito Yuki; Yoshioka Shota; Domoto Yuya; Fujita Makoto; Inokuma Yasuhide
    COMMUNICATIONS CHEMISTRY, 1, 1, 19 Apr. 2018, [Peer-reviewed], [Last author, Corresponding author]
    English, Scientific journal
  • Bioinspired synthesis of pentalene-based chromophores from an oligoketone chain
    Yuki Saito; Masayuki Higuchi; Shota Yoshioka; Hisanori Senboku; Yasuhide Inokuma
    Chemical Communications, 54, 50, 6788, 6791, 2018, [Peer-reviewed], [Last author, Corresponding author]
    English, Scientific journal
  • Chiral Crystalline Sponges for the Absolute Structure Determination of Chiral Guests
    KaKing Yan; Ritesh Dubey; Tatsuhiko Arai; Yasuhide Inokuma; Makoto Fujita
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 139, 33, 11341, 11344, Aug. 2017, [Peer-reviewed]
    English, Scientific journal
  • Structural Elucidation of Trace Amounts of Volatile Compounds Using the Crystalline Sponge Method
    Nicolas Zigon; Takashi Kikuchi; Junko Ariyoshi; Yasuhide Inokuma; Makoto Fujita
    CHEMISTRY-AN ASIAN JOURNAL, 12, 10, 1057, 1061, May 2017, [Peer-reviewed]
    English, Scientific journal
  • Finding a New Crystalline Sponge from a Crystallographic Database
    Yasuhide Inokuma; Kazuki Matsumura; Shota Yoshioka; Makoto Fujita
    CHEMISTRY-AN ASIAN JOURNAL, 12, 2, 208, 211, Jan. 2017, [Peer-reviewed]
    English, Scientific journal
  • X-ray Structure Analysis of Ozonides by the Crystalline Sponge Method
    Shota Yoshioka; Yasuhide Inokuma; Vincent Duplan; Ritesh Dubey; Makoto Fujita
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 138, 32, 10140, 10142, Aug. 2016, [Peer-reviewed]
    English, Scientific journal
  • The crystalline sponge method updated
    Manabu Hoshino; Anupam Khutia; Hongzhu Xing; Yasuhide Inokuma; Makoto Fujita
    IUCRJ, 3, 139, 151, Mar. 2016, [Peer-reviewed]
    English, Scientific journal
  • A saccharide-based crystalline sponge for hydrophilic guests
    Guo-Hong Ning; Kazuki Matsumura; Yasuhide Inokuma; Makoto Fujita
    CHEMICAL COMMUNICATIONS, 52, 43, 7013, 7015, 2016, [Peer-reviewed]
    English, Scientific journal
  • Structure determination of microbial metabolites by the crystalline sponge method
    Yasuhide Inokuma; Tomoya Ukegawa; Manabu Hoshino; Makoto Fujita
    CHEMICAL SCIENCE, 7, 6, 3910, 3913, 2016, [Peer-reviewed]
    English, Scientific journal
  • Where is the Oxygen? Structural Analysis of -Humulene Oxidation Products by the Crystalline Sponge Method
    Nicolas Zigon; Manabu Hoshino; Shota Yoshioka; Yasuhide Inokuma; Makoto Fujita
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 54, 31, 9033, 9037, Jul. 2015, [Peer-reviewed]
    English, Scientific journal
  • Absolute structure determination of compounds with axial and planar chirality using the crystalline sponge method
    Shota Yoshioka; Yasuhide Inokuma; Manabu Hoshino; Takashi Sato; Makoto Fujita
    CHEMICAL SCIENCE, 6, 7, 3765, 3768, 2015, [Peer-reviewed]
    English, Scientific journal
  • Networked-Cage Microcrystals for Evaluation of Host Guest Interactions
    Shohei Matsuzaki; Tatsuhiko Arai; Koki Ikemoto; Yasuhide Inokuma; Makoto Fujita
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 136, 52, 17899, 17901, Dec. 2014, [Peer-reviewed]
    English, Scientific journal
  • Visualization of Solution Chemistry by X-ray Crystallography Using Porous Coordination Networks
    Yasuhide Inokuma; Makoto Fujita
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 87, 11, 1161, 1176, Nov. 2014, [Peer-reviewed]
    English
  • Radical C-H Functionalization of Heteroarenes under Electrochemical Control
    Alexander G. O'Brien; Akinobu Maruyama; Yasuhide Inokuma; Makoto Fujita; Phil S. Baran; Donna G. Blackmond
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 53, 44, 11868, 11871, Oct. 2014, [Peer-reviewed]
    English, Scientific journal
  • X-ray Snapshot Observation of Palladium-Mediated Aromatic Bromination in a Porous Complex
    Koki Ikemoto; Yasuhide Inokuma; Kari Rissanen; Makoto Fujita
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 136, 19, 6892, 6895, May 2014, [Peer-reviewed]
    English, Scientific journal
  • Preparation and guest-uptake protocol for a porous complex useful for 'crystal-free' crystallography
    Yasuhide Inokuma; Shota Yoshioka; Junko Ariyoshi; Tatsuhiko Arai; Makoto Fujita
    NATURE PROTOCOLS, 9, 2, 246, 252, Feb. 2014, [Peer-reviewed]
    English, Scientific journal
  • Stable Encapsulation of Acrylate Esters in Networked Molecular Capsules
    Guo-Hong Ning; Yasuhide Inokuma; Makoto Fujita
    CHEMISTRY-AN ASIAN JOURNAL, 9, 2, 466, 468, Feb. 2014, [Peer-reviewed]
    English, Scientific journal
  • Unique ultrafast energy transfer in a series of phenylene-bridged subporphyrin-porphyrin hybrids
    Juwon Oh; Jooyoung Sung; Masaaki Kitano; Yasuhide Inokuma; Atsuhiro Osuka; Dongho Kim
    CHEMICAL COMMUNICATIONS, 50, 72, 10424, 10426, 2014, [Peer-reviewed]
    English, Scientific journal
  • Dynamic Behavior of M6L4 Capsules in Solution and Crystalline States
    Guo-Hong Ning; Yasuhide Inokuma; Makoto Fujita
    CHEMISTRY-AN ASIAN JOURNAL, 8, 11, 2596, 2599, Nov. 2013, [Peer-reviewed]
    English, Scientific journal
  • X-ray analysis on the nanogram to microgram scale using porous complexes (vol 495, pg 461, 2013)
    Yasuhide Inokuma; Shota Yoshioka; Junko Ariyoshi; Tatsuhiko Arai; Yuki Hitora; Kentaro Takada; Shigeki Matsunaga; Kari Rissanen; Makoto Fujita
    NATURE, 501, 7466, 262, 262, Sep. 2013, [Peer-reviewed]
    English
  • X-ray analysis on the nanogram to microgram scale using porous complexes
    Yasuhide Inokuma; Shota Yoshioka; Junko Ariyoshi; Tatsuhiko Arai; Yuki Hitora; Kentaro Takada; Shigeki Matsunaga; Kari Rissanen; Makoto Fujita
    NATURE, 495, 7442, 461, +, Mar. 2013, [Peer-reviewed]
    English, Scientific journal
  • Reagent-Installed Capsule Network: Selective Thiocarbamoylation of Aromatic Amines in Crystals with Preinstalled CH3NCS
    Yasuhide Inokuma; Guo-Hong Ning; Makoto Fujita
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 51, 10, 2379, 2381, 2012, [Peer-reviewed]
    English, Scientific journal
  • Bimolecular Reaction via the Successive Introduction of Two Substrates into the Crystals of Networked Molecular Cages
    Yasuhide Inokuma; Nodoka Kojima; Tatsuhiko Arai; Makoto Fujita
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 133, 49, 19691, 19693, Dec. 2011, [Peer-reviewed]
    English, Scientific journal
  • Diels-Alder via Molecular Recognition in a Crystalline Molecular Flask
    Koki Ikemoto; Yasuhide Inokuma; Makoto Fujita
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 133, 42, 16806, 16808, Oct. 2011, [Peer-reviewed]
    English, Scientific journal
  • Crystalline molecular flasks
    Yasuhide Inokuma; Masaki Kawano; Makoto Fujita
    NATURE CHEMISTRY, 3, 5, 349, 358, May 2011, [Peer-reviewed]
    English
  • Synthesis and Properties of Boron(III)-Coordinated Subbacteriochlorins
    Shin-ya Hayashi; Eiji Tsurumaki; Yasuhide Inokuma; Pyosang Kim; Young Mo Sung; Dongho Kim; Atsuhiro Osuka
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 133, 12, 4254, 4256, Mar. 2011, [Peer-reviewed]
    English, Scientific journal
  • Oxocyclohexadienylidene-Substituted Subporphyrins
    Shin-Ya Hayashi; Jooyoung Sung; Young Mo Sung; Yasuhide Inokuma; Dongho Kim; Atsuhiro Osuka
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 50, 14, 3253, 3256, 2011, [Peer-reviewed]
    English, Scientific journal
  • Shedding light on hidden reaction pathways in radical polymerization by a porous coordination network
    Yasuhide Inokuma; Satoshi Nishiguchi; Koki Ikemoto; Makoto Fujita
    CHEMICAL COMMUNICATIONS, 47, 44, 12113, 12115, 2011, [Peer-reviewed]
    English, Scientific journal
  • Networked molecular cages as crystalline sponges for fullerenes and other guests
    Yasuhide Inokuma; Tatsuhiko Arai; Makoto Fujita
    NATURE CHEMISTRY, 2, 9, 780, 783, Sep. 2010, [Peer-reviewed]
    English, Scientific journal
  • meso-Tris(oligo-2,5-thienylene)-Substituted Subporphyrins
    Shin-ya Hayashi; Yasuhide Inokuma; Atsuhiro Osuka
    ORGANIC LETTERS, 12, 18, 4148, 4151, Sep. 2010, [Peer-reviewed]
    English, Scientific journal
  • meso-Trifluoromethyl-substituted Subporphyrin from Ring-splitting Reaction of meso-Trifluoromethyl-substituted [32]Heptaphyrin(1.1.1.1.1.1.1)
    Ryu Sakamoto; Shohei Saito; Soji Shimizu; Yasuhide Inokuma; Naoki Aratani; Atsuhiro Osuka
    CHEMISTRY LETTERS, 39, 5, 439, 441, May 2010, [Peer-reviewed]
    English, Scientific journal
  • Meso-Trialkyl-Substituted Subporphyrins
    Shin-ya Hayashi; Yasuhide Inokuma; Shanmugam Easwaramoorthi; Kil Suk Kim; Dongho Kim; Atsuhiro Osuka
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 49, 2, 321, 324, 2010, [Peer-reviewed]
    English, Scientific journal
  • A Porous Coordination Network Catalyzes an Olefin Isomerization Reaction in the Pore
    Kazuaki Ohara; Masaki Kawano; Yasuhide Inokuma; Makoto Fujita
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 132, 1, 30, +, Jan. 2010, [Peer-reviewed]
    English, Scientific journal
  • Regioselecitive Huisgen Cycloaddition within Porous Coordination Networks
    Takehide Kawamichi; Yasuhide Inokuma; Masaki Kawano; Makoto Fujita
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 49, 13, 2375, 2377, 2010, [Peer-reviewed]
    English, Scientific journal
  • The Catalytic Z to E Isomerization of Stilbenes in a Photosensitizing Porous Coordination Network
    Kazuaki Ohara; Yasuhide Inokuma; Makoto Fujita
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 49, 32, 5507, 5509, 2010, [Peer-reviewed]
    English, Scientific journal
  • The Reaction of Organozinc Compounds with an Aldehyde within a Crystalline Molecular Flask
    Koki Ikemoto; Yasuhide Inokuma; Makoto Fujita
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 49, 33, 5750, 5752, 2010, [Peer-reviewed]
    English, Scientific journal
  • A Molecular Capsule Network: Guest Encapsulation and Control of Diels-Alder Reactivity
    Yasuhide Inokuma; Shota Yoshioka; Makoto Fujita
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 49, 47, 8912, 8914, 2010, [Peer-reviewed]
    English, Scientific journal
  • 1,4-Phenylene-bridged Subporphyrin-Porphyrin Dyad, Triad, and Tetrad
    Yasuhide Inokuma; Shin-ya Hayashi; Atsuhiro Osuka
    CHEMISTRY LETTERS, 38, 3, 206, 207, Mar. 2009, [Peer-reviewed]
    English, Scientific journal
  • Peripheral Hexabromination, Hexaphenylation, and Hexaethynylation of meso-Aryl-Substituted Subporphyrins
    Eiji Tsurumaki; Yasuhide Inokuma; Shanmugam Easwaramoorthi; Jong Min Lim; Dongho Kim; Atsuhiro Osuka
    CHEMISTRY-A EUROPEAN JOURNAL, 15, 1, 237, 247, 2009, [Peer-reviewed]
    English, Scientific journal
  • Capped Subporphyrins
    Yasuhide Inokuma; Atsuhiro Osuka
    CHEMISTRY-A EUROPEAN JOURNAL, 15, 28, 6863, 6876, 2009, [Peer-reviewed]
    English, Scientific journal
  • Versatile Photophysical Properties of meso-Aryl-Substituted Subporphyrins: Dipolar and Octupolar Charge-Transfer Interactions
    Shanmugam Easwaramoorthi; Jae-Yoon Shin; Sung Cho; Pyosang Kim; Yasuhide Inokuma; Eiji Tsurumaki; Atsuhiro Osuka; Dongho Kim
    CHEMISTRY-A EUROPEAN JOURNAL, 15, 44, 12005, 12017, 2009, [Peer-reviewed]
    English, Scientific journal
  • 3,3 '- and 4,4 '-Biphenylene-Bridged Subporphyrin Dimers
    Yasuhide Inokuma; Atsuhiro Osuka
    ORGANIC LETTERS, 10, 24, 5561, 5564, Dec. 2008, [Peer-reviewed]
    English, Scientific journal
  • Unambiguous identification of Mobius aromaticity for meso-Aryl-substituted [28]hexaphyrins(1.1.1.1.1.1)
    Jeyaraman Sankar; Shigeki Mori; Shohei Saito; Harapriya Rath; Masaaki Suzuki; Yasuhide Inokuma; Hiroshi Shinokubo; Kil Suk Kim; Zin Seok Yoon; Jae-Yoon Shin; Jong Min Lim; Yoichi Matsuzaki; Osamu Matsushita; Atsuya Muranaka; Nagao Kobayashi; Dongho Kim; Atsuhiro Osuka
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 130, 41, 13568, 13579, Oct. 2008, [Peer-reviewed]
    English, Scientific journal
  • Meso-(4-(N,N-dialkylamino)phenyl)-substituted subporphyrins: Remarkably perturbed absorption spectra and enhanced fluorescence by intramolecular charge transfer interactions
    Yasuhide Inokuma; Shanmugam Easwaramoorthi; Zin Seok Yoon; Dongho Kim; Atsuhiro Osuka
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 130, 37, 12234, +, Sep. 2008, [Peer-reviewed]
    English, Scientific journal
  • Synthesis and characterization of meso-aryl-substituted subchlorins
    Eiji Tsurumaki; Shohei Saito; Kil Suk Kim; Jong Min Lim; Yasuhide Inokuma; Dongho Kim; Atsuhiro Osuka
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 130, 2, 438, +, Jan. 2008, [Peer-reviewed]
    English, Scientific journal
  • Subporphyrins: emerging contracted porphyrins with aromatic 14 pi-electronic systems and bowl-shaped structures: rational and unexpected synthetic routes
    Yasuhide Inokuma; Atsuhiro Osuka
    DALTON TRANSACTIONS, 19, 2517, 2526, 2008, [Peer-reviewed]
    English, Scientific journal
  • Effective expansion of the subporphyrin chromophore through conjugation with meso-oligo(1,4-phenyleneethynylene) substituents: Octupolar effect on two-photon absorption
    Yasuhide Inokuma; Shanmugam Easwaramoorthi; So Young Jang; Kil Suk Kim; Dongho Kim; Atsuhiro Osuka
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 47, 26, 4840, 4843, 2008, [Peer-reviewed]
    English, Scientific journal
  • meso-aryl-substituted subporphyrins: Synthesis, structures, and large substituent effects on their electronic properties
    Yasuhide Inokuma; Zin Seok Yoon; Dongho Kim; Atsuhiro Osuka
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 129, 15, 4747, 4761, Apr. 2007, [Peer-reviewed]
    English, Scientific journal
  • Complementary face-to-face dimer formation from meso-aryl subporphyrins bearing a 2-carboxyphenyl group
    Yasuhide Inokuma; Atsuhiro Osuka
    CHEMICAL COMMUNICATIONS, 28, 2938, 2940, 2007, [Peer-reviewed]
    English, Scientific journal
  • Tribenzosubporphines: Synthesis and characterization
    Y Inokuma; JH Kwon; TK Ahn; MC Yoo; D Kim; A Osuka
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 45, 6, 961, 964, 2006, [Peer-reviewed]
    English, Scientific journal
  • Enlarged pi-electronic network of a meso-meso, beta-beta, beta-beta triply linked dibenzoporphyrin dimer that exhibits a large two-photon absorption cross section
    Y Inokuma; N Ono; H Uno; DY Kim; SB Noh; D Kim; A Osuka
    CHEMICAL COMMUNICATIONS, 30, 3782, 3784, 2005, [Peer-reviewed]
    English, Scientific journal
  • A doubly N-fused benzohexaphyrin and its rearrangement to a fluorescent macrocycle upon DDQ oxidation
    Y Inokuma; T Matsunari; N Ono; H Uno; A Osuka
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 44, 12, 1856, 1860, 2005, [Peer-reviewed]
    English, Scientific journal
  • meso-porphyrinyl-substituted porphyrin and expanded porphyrins
    Y Inokuma; A Osuka
    ORGANIC LETTERS, 6, 21, 3663, 3666, Oct. 2004, [Peer-reviewed]
    English, Scientific journal
■ Other Activities and Achievements
■ Syllabus
  • 応用化学特別講義, 2024年, 修士課程, 総合化学院
  • 超分子化学, 2024年, 修士課程, 総合化学院
  • 化学Ⅱ, 2024年, 学士課程, 全学教育
  • 有機化学Ⅰ, 2024年, 学士課程, 工学部
  • 応用化学学生実験Ⅴ, 2024年, 学士課程, 工学部
■ Research Themes
  • 「中分子ひも」を鍵とする巨大機能性分子の創成
    2022 - 2028
    猪熊 泰英
    本研究では、ひも状の単分子ポリケトン分子を小さい分子の精密さと高分子の大きさを合わせ持つ「中分子ひも」と位置づけ、より巨大な分子を多彩かつ高精度に作り出す合成技術を開発します。この新しい合成技術により、光によって導電性を変化させる分子ワイヤーやイオンを選択的に抽出する巨大環状化合物、分子を柔軟に取り組んで構造解析を実現する単結晶といった巨大機能性分子材料を作り出します。
    科学技術振興機構, 戦略的な研究開発の推進/創発的研究支援事業, 21466645
  • Synthesis and application of superacid-resistant BODIPYs
    Grants-in-Aid for Scientific Research
    28 Jun. 2024 - 31 Mar. 2027
    猪熊 泰英
    Japan Society for the Promotion of Science, Grant-in-Aid for Challenging Research (Exploratory), Hokkaido University, 24K21787
  • Hydrogen ion ceramics
    Grants-in-Aid for Scientific Research Grant-in-Aid for Specially Promoted Research
    01 Apr. 2022 - 31 Mar. 2027
    陰山 洋; 高津 浩; タッセル セドリック; 加藤 大地; 高村 仁; 猪熊 泰英; 内田 さやか; 藤井 進; 小林 俊介
    Japan Society for the Promotion of Science, Grant-in-Aid for Specially Promoted Research, Kyoto University, 22H04914
  • Chemistry of strained contracted porphyrins based on polyketones
    Grants-in-Aid for Scientific Research
    01 Apr. 2022 - 31 Mar. 2025
    猪熊 泰英
    歪みを持つcalix[3]pyrrole類縁体の網羅的合成と反応機構解析から、巨大なcalix[12]タイプ化合物の合成に至る歪み誘起環拡大反応を発見した。環状フランーテトラケトン前駆体に対して、ローソン試薬によるチオフェン環生成、続くPaalーKnorrピロール合成を行うことで、全て異なるヘテロ芳香環で構成されるcalix[3]pyrrole類縁体、calix[1]furan[1]pyrrole[1]thiopheneを合成した。この化合物は、室温下でヘテロ芳香環の環反転が十分に遅いため、チオフェンの面性不斉に由来する2つのエナンチオマーを分割できることが分かった。この化合物は、半減期約2時間でラセミ化を起こすことが分かったが、N-メチル化した誘導体では環反転によるラセミ化を完全に止めることができた。このcalix[1]furan[1]pyrrole[1]thiopheneは、calix[3]pyrrole同様に環内のNHや硫黄原子の立体反発に由来するエネルギーが環歪みエネルギーとして蓄えられていた。そこで、この化合物を酸性条件下に曝したところ、環開裂に続く多量環化反応が起こり、calix[6], [9], そして[12]pyrrole類縁体を単離することに成功した。得られた中で最大のマクロサイクルは、calix[4]furan[4]pyrrole[4]thiopheneであり、この環内ではピロール、フラン、チオフェンが規則正しく配列していることも分かった。さらに、単結晶X線構造解析から、このcalix[12]タイプの巨大マクロサイクルがS4対称性を持つ風車型コンフォメーションを有することを明らかにした。この結晶構造は、同類縁体で知られている中では最大の大きさのものであった。
    Japan Society for the Promotion of Science, Grant-in-Aid for Scientific Research (B), Hokkaido University, 23K23326
  • Chemistry of strained and contracted porphyrinoids based on polyketones
    Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (B)
    01 Apr. 2022 - 31 Mar. 2025
    猪熊 泰英
    Japan Society for the Promotion of Science, Grant-in-Aid for Scientific Research (B), Hokkaido University, 22H02058
  • Development of molecular ropes that generate tension by chemical reactions
    Grants-in-Aid for Scientific Research
    30 Jul. 2020 - 31 Mar. 2023
    Inokuma Yasuhide
    Macrocyclic polyketone compounds composed of an acetylacetone derivative have been developed to generate strained (tense) macrocyclic porphyrinoids, calix[3]pyrrole and its derivatives. Because calix[3]pyrroles are highly strained due to small ring size and steric repulsion of inner NH protons, these compounds underwent strain-induced ring-expansion reaction to quantitatively give calix[6]pyrrole analogues under acidic conditions. Furthermore, incorporation of different heteroaromatic rings in the calix[3]pyrrole system enabled synthetic access to larger calix[n]pyrrole analogues using the strain-induced ring-expansion reaction.
    Japan Society for the Promotion of Science, Grant-in-Aid for Challenging Research (Exploratory), Hokkaido University, 20K21214
  • 「中分子ひも」を鍵とする巨大機能性分子の創成
    Fusion Oriented Research for Disruptive Science and Technology
    Apr. 2022
    Japan Science and Technology Agency, Hokkaido University, PJ2522A005
  • 脂肪族カルボニル化合物を基盤とする巨大π共役系化合物の「一筆書き合成法」の開発
    Continued Grant for Young Scientists
    Apr. 2019 - Mar. 2022
    Yasuhide Inokuma
    The Asahi Glass Foundation, Principal investigator, Competitive research funding
  • Development of structural organic chemistry in a mesoscopic-size region by means of single crystal X-ray analysis
    Grant-in-Aid for Young Scientists (A)
    Apr. 2017 - Mar. 2021
    Yasuhide Inokuma
    Based on discrete, aliphatic polyketones, novel organic materials such as light-emitting solids and metal-organic frameworks have been developed. In particular, relationships between function and structure were revealed using single crystal X-ray structures. Moreover, the boundary length between polymer and oligomer polyketones with respect to solid-state alignment was found to exist around 4~6-mer region. Aliphatic polyketones provided a new research target in structural organic chemistry and materials chemistry because they have both structural flexibility and diversity in chemical reactions.
    JSPS, Grant-in-Aid for Young Scientists (A), Hokkaido University, Principal investigator, Competitive research funding, 17H04872
  • Construction of nanospace for the recognition of asymmetric molecules using aliphatic polyimine ligands
    Grant-in-Aid for Scientific Research on Innovative Areas (Research in a proposed research area)
    Apr. 2017 - Mar. 2019
    Yasuhide Inokuma
    脂肪族ポリカルボニル化合物から誘導される柔軟な多座配位子である脂肪族ポリイミン配位子を用いて、自己組織化錯体の合成と構造制御に成功した。原料となる脂肪族ポリカルボニル化合物を単分散で最大C100の長さ、アセチルアセトン単量体を基準にして20量体まで合成することに成功したことで、脂肪族ポリイミン配位子も最大で40個のイミン部位をもつ長さ約13 nmのものまで合成することができた。これらの脂肪族ポリイミン配位子(2量体)を用いて、パラジウムイオンとの自己集合を行ったところ、配位部位であるイソピラゾール環(ジイミン)上で、パラジウムイオンの当量に応じた段階的な配位結合形成が起こることを見出した。そこで、パラジウムイオンの厳密な当量変化と濃度によるエントロピー制御を組み合わせることで、同じ金属塩と有機配位子の組み合わせから、3つの異なる単分散構造をつくり出すことができた。この手法をさらに長鎖の4量体に適用したところ、構造が収束する当量比と金属:配位子比率を予測しながら自己組織化錯体をつくり出すことができた。また、脂肪族ポリイミン配位子(2量体)が2分子とパラジウムイオン3つから成る錯体では内部に小さいながらも空孔を有しており、分子認識場として使える可能性が示された。
    実用的な分子認識場の構築は、脂肪族ポリイミン配位子(2量体)とニッケルイオンによって達成できた。ここでは、塩化ニッケルとの錯形成により、配位子3:ニッケル3のプロペラキラリティーを有するカチオン性錯体が得られた。この錯体は、キラルアニオンの認識に有効なボウル型形状をしていることが単結晶X線構造解析から分かった。この化合物を共結晶化やHPLCなどにより光学分割することを試みたが、分離ができなかったため、配位子に不斉部位を持つ置換基を導入し、ジアステレオマーの精製を行った。
    JSPS, Grant-in-Aid for Scientific Research on Innovative Areas (Research in a proposed research area), Hokkaido University, Principal investigator, Competitive research funding, 17H05347
  • 重合反応のナノ空間精密制御による構造一義的なポリカルボニル化合物の合成手法開発
    Research Grant for Young Scientists
    Apr. 2016 - Mar. 2018
    Yasuhide Inokuma
    The Asahi Glass Foundation, Principal investigator, Competitive research funding
  • Visualization of metabolic pathways of trace amount of drugs using porous crystalline hosts
    PRESTO
    Oct. 2013 - Mar. 2017
    Yasuhide Inokuma
    Japan Science and Technology Agency, Principal investigator, Competitive research funding
  • Self-assembled porous coordination networks as crystalline molecular flasks
    Grants-in-Aid for Scientific Research
    2012 - 2017
    FUJITA Makoto; SATO Sota; MURASE Takashi; INOKUMA Yasuhide; SAWADA Tomohisa; FUJITA Daishi
    This research project was intended to the integration of solution-state chemistry and solid-state chemistry through the nano-cavities of self-assembled hollow complexes. New chemistry was established by the successful integration of those two fields, which have been developed independently so far. New mechanistic insights on molecular recognition events or reactions in solution state were visualized by the single crystal X-ray analyses of the guest inclusion complexes. Furthermore, topochemical control in thermal and photochemical reactions was achieved in solution when substrates are well reorganized in the cavity before the events.
    Japan Society for the Promotion of Science, Grant-in-Aid for Specially Promoted Research, The University of Tokyo, 24000009
  • Development of new organic reaction methods using networked molecular capsules
    The Kurata Grants
    Apr. 2012 - Mar. 2014
    Yasuhide Inokuma
    Hitachi Global Fundation, Principal investigator, Competitive research funding
  • Development of functional crystalline materialsbased on host-guest chemistry in the crystalline state
    Grant-in-Aid for Young Scientists (B)
    Apr. 2011 - Mar. 2013
    Yasuhide Inokuma
    A new method (crystalline sponge method) for single crystal X-ray analysis of scarce amount of compounds has been developed based on host-guest chemistry in the crystalline state. This protocol is available for the structural determination of a lot of trace samples such as natural products.
    JSPS, Grant-in-Aid for Young Scientists (B), The University of Tokyo, Principal investigator, Competitive research funding, 23750146
  • Development of new organic reactions and functionalities within porous coordination networks as nano-sized flasks
    Grant-in-Aid for Research Activity start-up
    2009 - Mar. 2011
    Yasuhide Inokuma
    A variety of organic reactions have been examined within porous coordination network crystals, and these structural transformations have also been analyzied by X-ray single crystallography. In addition, networked molecular cages in which solution-like rich host-guest interactions take place have been successfully synthesized. These findings promise further developments in crystalline state chemistry.
    JSPS, Grant-in-Aid for Research Activity Start-up, The University of Tokyo, Principal investigator, Competitive research funding, 21850008
  • ボウル型ポルフィリン誘導体の開拓-サブポルフィリン・バッキーポルフィリン合成-
    科学研究費助成事業
    2006 - 2008
    猪熊 泰英
    サブポルフィリンの化学修飾を行うことで大幅な分光学的物性の制御に成功し応用に向けた機能発現を達成した。サブポルフィリンの大きなメゾ置換基効果を活かし、メゾ位に1,4-phenyleneethynylene鎖を導入することで吸光係数の増大と蛍光量子収率の倍増に成功した。さらに、メゾ位でのπ共役系の拡張が2光子吸収断面積を大きく増大させることも見出し、非線形光学材料としての有用性も示した。サブポルフィリンの分光学特性を簡便かつ最も大きく変化させる方法として、4-aminophenyl基をメゾ位に導入し分子内電荷移動相互作用を引き起こすという手法を発見した。サブポルフィリンの蛍光はアミノ基が1つ導入されるだけで緑色の13%から赤色の60%にまで長波長シフトを伴って量子収率が増大した。また、吸収スペクトルも可視領域に多大な変化をもたらした。このような性質をさらに応用することで、アザクラウンを持つサブポルフィリンが可視領域でのイオンセンサーになることも見出した。一方、サブポルフィリンに特有なお椀型構造をもとにした化学修飾も行った。3-aminophenyl基をメゾ位に持つサブポルフィリンに様々な長さのリンカーを持つトリアルデヒドを反応させ、キャップトサブポルフィリンというカゴ型分子の高収率合成に成功した。このカゴ型のサブポルフィリンは空間的なπ-π相互作用や螺旋反転の速度変化など、キャップの構造とリンカーの長さに応じて様々な機能を発現することを見出した。これらの性質は、完全にサブポルフィリンオリジナルなものであり、本年度の研究はサブポルフィリンの化学をこれまで以上に深めることができたと言える。
    日本学術振興会, 特別研究員奨励費, 京都大学, 06J03230
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    朝日新聞大阪本社
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    読売新聞社
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