About the Research
Research Theme
Development of functional materials from aliphatic polyketones as 'carbonyl ropes'
Keyword
Research Outline
Since function is largely determined by shape, my goal is to create molecules that can be shaped with ease. Inspired by clay ropes used in pottery, I employ mainly polyketone polymers of determinable lengths whose flexible nature allows for the creation of any imaginable molecular shape. In addition, the great wealth of knowledge on carbonyl group reactions that can act on these polyketones enables us to introduce many desirable modifications into our “molecular ropes”.
ICReDD is a wonderful opportunity to find applications for these molecules, and to predict useful shapes and modifications, through the collaboration with information scientists and computational chemists.
The Researcher’s Perspective
Watching people grow to become better and better than myself is a source of much fun to me. Therefore, I encourage my students to discuss and think for themselves, and doing science is a tool for that. But if that personal growth can also result in new materials or new chemical reactions, that’s even better!
For details on MANABIYA course topics, please follow this link. To learn more about MANABIYA in general, please click here.
Representative Research Achievements
- Control over Coordination Self-Assembly of Flexible, Multidentate Ligands by Stepwise Metal Coordination of Isopyrazole Subunits
Y. Ashida, Y. Manabe, S. Yoshioka, T. Yoneda, Y. Inokuma, Dalton Trans., 2019, 48, 818-822
DOI : 10.1039/C8DT04935A - Oligoacetylacetones as Shapable Carbon Chains and Their Transformation to Oligoimines for Construction of Metal-organic Architectures
M. Uesaka, Y. Saito, S. Yoshioka, Y. Domoto, M. Fujita, Y. Inokuma, Comms. Chem., 2018, 1, article number 23
DOI : 10.1038/s42004-018-0021-3 - Bioinspired Synthesis of Pentalene-based Chromophores from an Oligoketone Chain
Y. Saito, M. Higuchi, S. Yoshioka, H. Senboku, Y. Inokuma, Chem. Commun., 2018, 54, 6788-6791
DOI : 10.1039/C8CC02379D - Preparation and Guest-Uptake Protocol for a Porous Complex Useful for ‘Crystal-free’ Crystallography
Y. Inokuma, S. Yoshioka, J. Ariyoshi, T. Arai, M. Fujita, Nat. Protocols, 2014, 9, 246-252
DOI : 10.1038/nprot.2014.007 - X-ray Analysis on the Nanogram to Microgram Scale Using Porous Complexes
Y. Inokuma, S. Yoshioka, J. Ariyoshi, T. Arai, Y. Hitora, K. Takada, S. Matsunaga, K. Rissanen, M. Fujita, Nature, 2013, 495, 461-466
DOI : 10.1038/nature11990
Related Research
- Control of Hydride Content and High-Precision Prediction for Perovskite Oxyhydride Using Image-Based Machine Learning System
- MANABIYA Manuscript Comparison of solid polyketone electrolytes for high-temperature battery applications
- Press Release Surpassing the human eye: machine learning image analysis rapidly determines chemical mixture composition
- Identifying high-grade serous ovarian carcinoma-specific extracellular vesicles by polyketone-coated nanowires
- Windmill-shaped, calix[12]pyrrole analogue discovered via ring expansion from chiral calix[3]pyrrole analogue
- Determining Critical Chain Length for Macromolecular Crystallization of Polyketones
- Cyclic polyketones shown to act as ‘traps’ for alkali metal ions and catalyze halogen exchange reactions
- Unlocking the Mysteries Behind the Synthesis of the “Pigments of Life”
- A fluorescent metal-ion detector generated from a ‘masked’ tetraketone
- Molecular ropes to allow more intuitive material design
Publications
2024
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Discrete Polyketones: Synthesis, Derivatization, and Potential Applications
, Bulletin of the Chemical Society of Japan, 2024, 97,
DOI: 10.1093/bulcsj/uoae072
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Molecular Dynamics-Based Conformational Simulation Method for Analysis of Arrival Time Distributions in Ion Mobility Mass Spectrometry
, Y. Ide, T. Taketsugu, K. Ohara, K. Yamaguchi, M. Kobayashi, Y. Inokuma, ADVANCED THEORY AND SIMULATIONS, 2024, , 2400691
DOI: 10.1002/adts.202400691
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Implementation of Highly Crystalline Polyketones as Solid Polymer Electrolytes in High-Temperature Lithium Metal Batteries
, I. L. Johansson, K. I. Shivakumar, G. Hern, Y. Inokuma, J. Mindemark, Solid State Ionics, 2024, 410,
DOI: 10.1016/j.ssi.2024.116542
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Strain-Based Design, Direct Macrocyclization, and Metal Complexation of Thiazole-Containing Calix[3]pyrrole Analogues
, K. Shibata, T. Ichino, Y. Ide, T. Yoneda, S. Maeda, Y. Inokuma, Inorganic Chemistry Frontiers, 2024, ,
DOI: 10.1039/d4qi00684d
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Contracted Porphyrins and Calixpyrroles: Synthetic Challenges and Ring-Contraction Effects
, N. N. Pati, Y. Inokuma, Chem. Sci., 2024, ,
DOI: 10.1039/d4sc02028f
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Drug-Drug Conjugates of MEK and Akt Inhibitors for RAS-Mutant Cancers
, S. Arai, H. Arakawa, K. Hamamoto, T. Kato, T. Arai, N. Nitta, K. Hotta, N. Hosokawa, T. Ohbayashi, C. Takahashi, Y. Inokuma, I. Tamai, S. Yano, M. Kunishima, Y. Watanabe, Bioorganic & Medicinal Chemistry, 2024, 102,
DOI: 10.1016/j.bmc.2024.117674
2023
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Machine Learning-Based Analysis of Molar and Enantiomeric Ratios and Reaction Yields Using Images of Solid Mixtures
, H. Shirakura, T. Sano, M. Murugavel, Y. Inaba, S. Hu, I. Takigawa, Y. Inokuma, Industrial & Engineering Chemistry Research, 2023, 62, 35, 13790–13798
DOI: 10.1021/acs.iecr.3c01882
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Identifying High-Grade Serous Ovarian Carcinoma-Specific Extracellular Vesicles by Polyketone-Coated Nanowires
, M. Ukai, T. Yasui, Y. Inokuma, K. Hyeon-Deuk, J. Matsuzaki, K. Yoshida, M. Kitagawa, K. Chattrairat, M. Iida, T. Shimada, Y. Manabe, I. Y. Chang, E. Asano-Inami, Y. Koya, A. Nawa, K. Nakamura, T. Kiyono, T. Kato, A. Hirakawa, Y. Yoshioka, T. Ochiya, T. Hasegawa, Y. Baba, Y. Yamamoto, H. Kajiyama, Science Advances, 2023, 9, 27
DOI: 10.1126/sciadv.ade6958
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The Geometry of Calix[3]pyrrole and the Formation of the Calix[3]pyrrole·F- Complex in Solution
, J. Pirillo, Y. Ide, Y. Inokuma, Y. Hijikata, Theoretical Chemistry Accounts, 2023, 142, article number 50(page 13)
DOI: 10.1007/s00214-023-02982-1
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Chain-Length-Dependent Hydrogen-Bonded Self-Assembly of Terminally Functionalized Discrete Polyketones
, Yumehiro Manabe, Tomoki Yoneda, Yuki Ide, Yasuhide Inokuma, Precis. Chem., 2023, 1, 34–39
DOI: 10.1021/prechem.3c00025
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Toward Calix[2]-Type Macrocycles: Synthesis and Structural Analysis of Cyclic Tetraketone and Highly Strained Furanophane
, Y. H. Sun, T. Mukai, Y. Inaba, T. Yoneda, Y. Ide, J. Pirillo, Y. Hijikata, Y. Inokuma, Journal of Porphyrins and Phthalocyanines, 2023, 27, 1067–1073
DOI: 10.1142/s1088424623500189
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Chiral Calix[3]pyrrole Derivatives: Synthesis, Racemization Kinetics, and Ring Expansion to Calix[9] - and Calix[12]pyrrole Analogues
, J. Yang, Y. Kakibayashi, T. Yoneda, Y. Ide, Y. Hijikata, J. Pirillo, R. Saha, J. L. Sessler, Y. Inokuma, Angew. Chem., Int. Ed., 2023, 62, e202301460 (page 6)
DOI: 10.1002/anie.202301460
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Absorption Spectra of Calix[3]pyrrole Analogs as Probes for Contracted Macrocycles
, R. Saha, Y. Inaba, Y. Manabe, T. Yoneda, Y. Ide, Y. Hijikata, Y. Inokuma, Journal of Porphyrins and Phthalocyanines, 2023, 27, 157-163
DOI: 10.1142/s1088424622500754
2022
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Determination of the Critical Chain Length for Macromolecular Crystallization Using Structurally Flexible Polyketones
, Y. Manabe, Y. Inaba, Y. Kinoshita, J. Pirillo, Y. Hijikata, T. Yoneda, K. I. Shivakumar, S. Tanaka, H. Asakawa, Y. Inokuma, Chem. Sci., 2022, 13, 9848-9854
DOI: 10.1039/d2sc03083g
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Strain-Induced Ring Expansion Reactions of Calix 3 Pyrrole-Related Macrocycles
, Y. Kakibayashi, Y. Ide, J. Pirillo, Y. Hijikata, T. Yoneda, Y. Inokuma, Chem. Eur. J., 2022, 28, e202200056
DOI: 10.1002/chem.202200056
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Alkali Metal Ion Binding Using Cyclic Polyketones
, K. I. Shivakumar, M. Murugavel, Y. Inaba, T. Yoneda, Y. Ide, J. Pirillo, Y. Hijikata, Y. Inokuma, Chem. Commun., 2022, 58, 2971-2974
DOI: 10.1039/d2cc00361a
2021
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Polyketone-Based Molecular Ropes as Versatile Components for Functional Materials
, Y. Inaba, Bulletin of the Chemical Society of Japan, 2021, 94, 2187-2194
DOI: 10.1246/bcsj.20210223
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Hybrid Eu-III Coordination Luminophore Standing on Two Legs on Silica Nanoparticles for Enhanced Luminescence
, Y. Kitagawa, R. Moriake, P. P. F. da Rosa, M. J. Islam, T. Yoneda, Y. Inokuma, K. Fushimi, Y. Hasegawa, Chem. Eur. J., 2021, 27, 14438-14443
DOI: 10.1002/chem.202102156
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Isopyrazole-Masked Tetraketone: Tautomerism and Functionalization for Fluorescent Metal Ligands
, Y. Manabe, C. Kasai, Y. Inaba, M. Tsurui, Y. Kitagawa, Y. Hasegawa, T. Yoneda, Y. Ide, Y. Inokuma, European Journal of Organic Chemistry, 2021, 2021, 4345-4349
DOI: 10.1002/ejoc.202100784
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Calix 3 Pyrrole: A Missing Link in Porphyrin-Related Chemistry
, Y. Nomata, Y. Ide, J. Pirillo, Y. Hijikata, T. Yoneda, A. Osuka, J. L. Sessler, Y. Inokuma, J. Am. Chem. Soc., 2021, 143, 12355-12360
DOI: 10.1021/jacs.1c06331
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Insoluble Pi-Conjugated Polyimine as an Organic Adsorbent for Group 10 Metal Ions
, Y. Hijikata, J. Pirillo, T. Yoneda, Y. Manabe, M. Murugavel, Y. Ide, Y. Inokuma, European Journal of Inorganic Chemistry, 2021, , 1705-1708
DOI: 10.1002/ejic.202100172
2020
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Splitting and Reorientation of Pi-Conjugation by an Unprecedented Photo-Rearrangement Reaction
, Yoneda, T, Kitagawa, Y, Miyata, K, Hasegawa, Y, Inokuma, Y, Chem. Commun., 2020, 56, 348-351
DOI: 10.1039/c9cc09062b
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Spirosilicate Dimers of a Bowl-Shaped Diol Generated by Intramolecular Cyclization of an Aliphatic Tetraketone Chain
, Y. Inokuma, Chem. Lett., 2020, 49, 882-884
DOI: 10.1246/cl.200299
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Aliphatic Polyketones as Classic yet New Molecular Ropes for Structural Diversity in Organic Synthesis
, T. Yoneda, Y. Ide, S. Yoshioka, Chem. Commun., 2020, 56, 9079-9093
DOI: 10.1039/d0cc02977g
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Modular Synthesis of Oligoacetylacetones via Site-Selective Silylation of Acetylacetone Derivatives
, Y. Inaba, H. Shirakura, T. Yoneda, Y. Inokuma, Org. Biomol. Chem., 2020, 18, 3297-3302
DOI: 10.1039/d0ob00501k
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Chiral Monolayers with Achiral Tetrapod Molecules on Highly Oriented Pyrolytic Graphite
, S. Matsui, Q. T. Trinh, H. Hirao, Y. Inokuma, T. Ogoshi, S. Tanaka, K. Komatsu, A. Ohta, T. Asakawa, T. Fukuma, J. Phys. Chem. C, 2020, 124, 7760-7767
DOI: 10.1021/acs.jpcc.9b11246
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Supramolecular Conformational Control of Aliphatic Oligoketones by Rotaxane Formation
, K. Wada, Y. Baba, T. Yoneda, T. Ogoshi, Y. Inokuma, Org. Lett., 2020, 22, 3224-3228
DOI: 10.1021/acs.orglett.0c01010
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Luminescent Coordination Polymers Constructed from a Flexible, Tetradentate Diisopyrazole Ligand and Copper(I) Halides
, C. Kasai, Y. Manabe, M. Tsurui, Y. Kitagawa, Y. Hasegawa, P. Sarkar, Y. Inokuma, Chem. Asian J., 2020, 15, 601-605
DOI: 10.1002/asia.201901682
2019
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Control over Coordination Self-Assembly of Flexible, Multidentate Ligands by Stepwise Metal Coordination of Isopyrazole Subunits
, Y. Manabe, S. Yoshioka, T. Yoneda, Y. Inokuma, Dalton Trans., 2019, 48, 818-822
DOI: 10.1039/c8dt04935a
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Aliphatic Polyketones as Shapable Molecular Chains
, J. Syn. Org. Chem. Jpn., 2019, 77, 1078-1085
DOI: 10.5059/yukigoseikyokaishi.77.1078
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Two-Step Transformation of Aliphatic Polyketones into π-Conjugated Polyimines
, M. Uesaka, T. Yoneda, Y. Inokuma, J. Org. Chem., 2019, 84, 9957-9964
DOI: 10.1021/acs.joc.9b01119