Hokkaido University Divison of Applied Chemistry Chemical Process Engineering

Laboratory of Organic Reaction
Structural Organic Chemistry Group

Recent Publications

  1. Hybrid Eu(III) Coordination luminophore Standing on Silica Nanoparticles by Two Legs for Enhanced Luminescence

    2. T. Zhang, Y. Kitagawa, R. Moriake, P. P. F. Rosa, M. J. Islam, T. Yoneda, Y. Inokuma, K. Fushimi, Y. Hasegawa

    Chem. Eur. J., 2021, 27, 14438–14443.

    TOC

    A joint paper with Prof. Hasegawa.

  2. Calix[3]pyrrole: A Missing Link in Porphyrin-Related Chemistry

    3. Y. Inaba, 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.

    TOC

    Calix[3]pyrrole was finally synthesized from a carbonyl rope.

    Press release (Hokkaido University)


    Highlighted by Science "In Other Journals".


    Highlighted by Synfacts


    　

  3. Isopyrazole-Masked Tetraketone: Tautomerism and Functionalization for Fluorescent Metal Ligands

    4. H. Shirakura, Y. Manabe, C. Kasai, Y. Inaba, M. Tsurui, Y. Kitagawa, Y. Hasegawa, T. Yoneda, Y. Ide, Y. Inokuma

    Eur. J. Org. Chem., 2021, 4345–4349.

    TOC

    Fluorescent metal ligand was synthesized by isopyrazole-masking strategy.

  4. Polyketone-Based Molecular Ropes as Versatile Components for Functional Materials

    5. Y. Inokuma, Y. Inaba

    Bull. Chem. Soc. Jpn., 2021, 94, 2187-2194.

    TOC

    BCSJ Account for application of carbonyl ropes as a base component for functional molecular materials.

  5. Insoluble π‐Conjugated Polyimine as an Organic Adsorbent for Group 10 Metal Ions

    6. H. Shirakura, Y. Hijikata, J. Pirillo, T. Yoneda, Y. Manabe, M. Murugavel, Y. Ide, Y. Inokuma

    Eur. J. Inorg. Chem., 2021, 1705-1708.

    TOC

    Metal-ion adsorbent property of conjugated polyimines generated from aliphatic polyketones.

  6. Aliphatic Polyketones as Classic yet New Molecular Ropes for Structural Diversity in Organic Synthesis

    7. Y. Inokuma, T. Yoneda, Y. Ide, S. Yoshioka

    Chem. Commun., 2020, 56, 9079-9093.

    TOC

    Feature Article of recent developments in carbonyl ropes chemistry.

  7. Spirosilicate Dimers of a Bowl-shaped Diol Generated by Intramolecular Cyclization of an Aliphatic Tetraketone Chains

    8. Y. Inaba, Y. Inokuma

    Chem. Lett., 2020, 49, 882-884.

    TOC

    Synthesis of hydrolysis-stable spirosilicates using a bowl-shaped diol generated by intramolecular cyclization of carbonyl a rope.

  8. Modular Synthesis of Oligoacetylacetones via Site-selective Silylation of Acetylacetone Derivatives

    9. P. Sarkar, Y. Inaba, H. Shirakura, T. Yoneda, Y. Inokuma

    Org. Biomol. Chem., 2020, 18, 3297-3302.

    TOC

    Modular synthesis of carbonyl ropes enables to prepare aliphatic oligoketones with various substituent sequences.

  9. Supramolecular Conformational Control of Aliphatic Oligoketones by Rotaxane Formation

    10. Y. Manabe, K. Wada, Y. Baba, T. Yoneda, T. Ogoshi, Y. Inokuma

    Org. Lett., 2020, 22, 3224-3228.

    TOC

    Rotaxane formation between pillar[5]arene and carbonyl rope. Collaborative research with Prof. Ogoshi group at Kyoto Univ.

  10. Chiral Monolayers with Achiral Tetrapod Molecules on Highly Oriented Pyrolytic Graphite

    11. H. Asakawa, 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.

    TOC

    Collaboration research paper with PRESTO "Hyper-nano Space Design" and Kanazawa Univ. WPI-NanoLSI members on orientation of tetrapod molecules on HOPG surface.

  11. Polyketones as Host Materials for Solid Polymer Electrolytes

    12. T. Eriksson, A. Mace, Y. Manabe, M. Yoshizawa-Fujita, Y. Inokuma, D. Brandell, J. Mindemark

    J. Electrochem. Soc., 2020, 167, 070537.

    TOC

    International joint research on application of polyketones for solid electrolytes with Dr. Jonas Mindemark (Uppsala Univ.) and Prof. Masahiro Yoshizawa-Fujita (Sophia Univ.).

  12. Luminescent Coordination Polymers Constructed from Flexible, Tetradentate Diisopyrazole Ligand and Copper(I) Halides

    13. T. Yoneda, C. Kasai, Y. Manabe, M. Tsurui, Y. Kitagawa, Y. Hasegawa, P. Sarkar, Y. Inokuma

    Chem. Asian J., 2020, 15, 601-605.

    TOC

    Luminescent coordination polymers generated from an aliphatic imine ligand and Cu(I) halides. Thermochromic behavior was observed for 2-dimensional Cu4I4 cluster network.

  13. Splitting and Reorientation of π-Conjugation by an Unprecedented Photo-Rearrangement Reaction

    14. Y. Inaba, T. Yoneda, Y. Kitagawa, K. Miyata, Y. Hasegawa, Y. Inokuma

    Chem. Commun., 2020, 56, 348-351.

    TOC

    Nobel photo-induced rearrangement reaction for splitting π-conjugation of polyene. (Selected as Back Cover)

  14. Identification of Actinomycin D as a Specific Inhibitor of the Alternative Pathway of Peptidoglycan Biosynthesis

    15. Y. Ogasawara, Y. Shimizu, Y. Sato, T. Yoneda, Y. Inokuma, T. Dairi

    J. Antibiot., 2020, 73, 125-127.

    TOC

    A joint paper with Dr. Ogasawara and Prof. Dairi.

  15. Asymmetric Synthesis of a 5,7-Fused Ring System Enabled by an Intramolecular Buchner Reaction with Chiral Rhodium Catalyst

    16. T. Hoshi, E. Ota, Y. Inokuma, J. Yamaguchi

    Org. Lett., 2019, 21, 10081-10084.

    TOC

    A joint paper with Prof. Yamaguchi (Waseda Univ.).

  16. Aliphatic Polyketones as Shapable Molecular Chains

    17. Y. Inokuma

    J. Synth. Org. Chem. Jpn., 2019, 77, 1078-1085.

    TOC

    An account of carbonyl ropes.

  17. Two-Step Transformation of Aliphatic Polyketones into π-Conjugated Polyimines

    18. Y. Manabe, M. Uesaka, T. Yoneda, Y. Inokuma

    J. Org. Chem., 2019, 84, 9957-9964.

    TOC

    Carbonyl ropes were converted into highly π-conjugated imine 'sashes'. (Selected as Cover Picture)

  18. Control over Coordination Self-Assembly of Flexible, Multidentate Ligands by Stepwise Metal Coordination of Isopyrazole Subunits

    19. Y. Ashida, Y. Manabe, S. Yoshioka, T. Yoneda, Y. Inokuma

    Dalton Trans., 2019, 48, 818-822.

    TOC

    Self-assembly of oligoimine chains by the aid of stepwise palladium ion coordination. (Selected as Inside Back Cover)

  19. Bioinspired Synthesis of Pentalene-based Chromophores from an Oligoketone Chain

    20. Y. Saito, M. Higuchi, S. Yoshioka, H. Senboku, Y. Inokuma

    Chem. Commun., 2018, 54, 6788-6791.

    TOC

    Folding a carbonyl string to make chromophores that absorb and emit visible light.

  20. Oligoacetylacetones as Shapable Carbon Chains and Their Transformation to Oligoimines for Construction of Metal-organic Architectures

    21. M. Uesaka, Y. Saito, S. Yoshioka, Y. Domoto, M. Fujita, Y. Inokuma

    Communications Chemistry, 2018, 1, Article Number 23.

    TOC

    Our first paper from Hokkaido University!! The concept, synthesis and transformation of polycarbonyl chains are reported.

    Behind the Paper (Nature Research Chemistry Community)

  21. Chiral Crystalline Sponges for the Absolute Structure Determination of Chiral Guests

    22. K. Yan, R. Dubey, T. Arai, Y. Inokuma, M. Fujita

    J. Am. Chem. Soc. 2017, 139, 11341-11344.

  22. Structural Elucidation of Trace Amounts of Volatile Compounds Using the Crystalline Sponge Method

    23. N. Zigon, T. Kikuchi, J. Ariyoshi, Y. Inokuma, M. Fujita

    Chem. Asian J. 2017, 12, 1057-1061.

  23. Finding a New Crystalline Sponge from a Crystallographic Database

    24. Y. Inokuma, K. Matsumura, S. Yoshioka, M. Fujita

    Chem. Asian. J. 2017, 12, 208-211. (Front Cover)

  24. X-ray Structure Analysis of Ozonides by the Crystalline Sponge Method

    25. S. Yoshioka, Y. Inokuma, V. Duplan, R. Dubey, M. Fujita

    J. Am. Chem. Soc. 2016, 138, 10140-10142.

  25. A Saccharide-based Crystalline Sponge for Hydrophilic Guests

    26. G.-H. Ning, K. Matsumura, Y. Inokuma, M. Fujita

    Chem. Commun. , 2016, 52, 7013-7015.

  26. Structure Determination of Microbial Metabolites by the Crystalline Sponge Method

    27. Y. Inokuma, T. Ukegawa, M. Hoshino, M. Fujita

    Chem. Sci. 2016, 7, 3910-3913.

  27. The Crystalline Sponge Method Updated

    28. M. Hoshino, A. Khutia, H. Xing, Y. Inokuma, M. Fujita

    IUCrJ 2016, 3, 139-151.

  28. Where is the Oxygen? Structural Analysis of a-Humulene Oxidation Products by the Crystalline Sponge Method

    29. N. Zigon, M. Hoshino, S. Yoshioka, Y. Inokuma, M. Fujita

    Angew. Chem. Int. Ed. 2015, 54, 9033-9037.

  29. Absolute Structure Determination of Compounds with Axial and Planar Chirality Using the Crystalline Sponge Method

    30. S. Yoshioka, Y. Inokuma, M. Hoshino, T. Sato, M. Fujita

    Chem. Sci. 2015, 6, 3765-3768.

  30. Networked-Cage Microcrystals for Evaluation of Host-guest Interactions

    31. S. Matsuzaki, T. Arai, K. Ikemoto, Y. Inokuma, M. Fujita

    J. Am. Chem. Soc. 2014, 136, 17899-17901.

  31. Visualization of Solution Chemistry by X-ray Crystallography Using Porous Coordination Networks

    32. Y. Inokuma, M. Fujita

    Bull. Chem. Soc. Jpn. 2014, 87, 1161-1176.

    (Award Article, Back Cover)

  32. Radical C-H Functionalization of Heteroarenes under Electrochemical Control

    33. A. O'Brien, A. Maruyama, Y. Inokuma, M. Fujita, P. S. Baran, D. G. Blackmond

    Angew. Chem. Int. Ed. 2014, 53, 11868-11871.

    (Selected as a Hot Paper)

  33. X-ray Snapshot Observation of Palladium-Mediated Aromatic Bromination in a Porous Complex

    34. K. Ikemoto, Y. Inokuma, K. Rissanen, M. Fujita

    J. Am. Chem. Soc. 2014, 136, 6892-6895.

    (Highlighted by "Chemistry World", RSC)

  34. Preparation and Guest-uptake Protocol for a Porous Complex Useful for 'Crystal-free' Crystallography

    35. Y. Inokuma, S. Yoshioka, J. Ariyoshi, T. Arai, M. Fujita

    Nature Protocols 2014, 9, 246-252.

  35. Stable Encapsulation of Acrylate Esters in Networked Molecular Capsules

    36. G.-H Ning, Y. Inokuma, M. Fujita

    Chem. Asian J. 2014, 9, 466-468.

    (VIP paper, Inside Cover)

  36. Unique Ultrafast Energy Transfer in a Series of Phenylene-bridged Subporphyrin-porphyrin Hybrids

    37. J. Oh, J. Sung, M. Kitano, Y. Inokuma, A. Osuka, D. Kim

    Chem. Commun. 2014, 50, 10424-10426.

  37. Dynamic Behavior of M6L4 Capsules in Solution and Crystalline States

    38. G.-H Ning, Y. Inokuma, M. Fujita

    Chem. Asian J. 2013, 8, 2596-2599.

  38. X-ray analysis on the nanogram to microgram scale using porous complexes

    39. Y. Inokuma, S. Yoshioka, J. Ariyoshi, T. Arai, Y. Hitora, K. Takada, S. Matsunaga, K. Rissanen, M. Fujita

    Nature 2013, 495, 461-466.

    (Highlighted by "Nature news and views" )

    (Highlighted by "C&EN", ACS)

    (Highlighted by "Chemistry World", RSC)

  39. Reagent-Installed Capsule Network: Selective Thiocarbamoylation of Aromatic Amines in Crystals with Pre-installed CH3NCS

    40. Y. Inokuma, G.-H. Ning, M. Fujita

    Angew. Chem. Int. Ed. 2012, 51, 2379-2381.

  40. Oxocyclohexadienylidene-Substituted Subporphyrins

    41. S. Hayashi, J. Sung, Y. Sung, Y. M. Sung, Y. Inokuma, D. Kim, A. Osuka

    Angew. Chem. Int. Ed. 2011, 50, 3253-3256.

  41. Bimolecular Reaction via the Successive Introduction of Two Substrates into the Crystals of Networked Molecular Cages

    42. Y. Inokuma, N. Kojima, T. Arai, M. Fujita

    J. Am. Chem. Soc. 2011, 133, 19691-19693.

  42. Diels-Alder via Molecular Recognition in a Crystalline Molecular Flask

    43. K. Ikemoto, Y. Inokuma, M. Fujita

    J. Am. Chem. Soc. 2011, 133, 16806-16808.

  43. Shedding Light on Hidden Reaction Pathways in Radical Polymerization by a Porous Coordination Network

    44. Y. Inokuma, S. Nishiguchi, K. Ikemoto, M. Fujita

    Chem. Commun. 2011, 47, 12113-12115.

  44. Synthesis and Properties of Boron(III)-Coordinated Subbacteriochlorins

    45. S. Hayashi, E. Tsurumaki, Y. Inokuma, P. Kim, Y. M. Sung, D. Kim, A. Osuka

    J. Am. Chem. Soc. 2011, 133, 4254-4256.

  45. Crystalline Molecular Flasks

    46. Y. Inokuma, M. Kawano, M. Fujita

    Nature Chem. 2011, 3, 349-358.

  46. A Molecular Capsule Network: Guest Encapsulation and Control of Diels-Alder Reactivity

    47. Y. Inokuma, S. Yoshioka, M. Fujita

    Angew. Chem. Int. Ed. 2010, 49, 8912-8914.

  47. Networked Molecular Cages as Crystalline Sponges for Fullerenes and Other Guests

    48. Y. Inokuma, T. Arai, M. Fujita

    Nature Chem. 2010, 2, 780-783.

    (Highlighted by "C&EN", ACS)

  48. The Reaction of Organozinc Compounds with an Aldehyde within a Crystalline Molecular Flask

    49. K. Ikemoto, Y. Inokuma, M. Fujita

    Angew. Chem. Int. Ed. 2010, 49, 5750-5752.

  49. The Catalytic Z to E Isomerization of Stilbenes in a Photosensitizing Porous Coordination Network

    50. K. Ohara, Y. Inokuma, M. Fujita

    Angew. Chem. Int. Ed. 2010, 49, 5507-5509.

  50. Regioselective Huisgen Cycloaddition within Porous Coordination Networks

    51. T. Kawamichi, Y. Inokuma, M. Fujita

    Angew. Chem. Int. Ed. 2010, 49, 2375-2377.

    (Highlighted by "Noteworthy Chemistry", ACS)

  51. A Porous Coordination Network Catalyzes an Olefin Isomerization Reaction in the Pore

    52. K. Ohara, M. Kawano, Y. Inokuma, M. Fujita

    J. Am. Chem. Soc. 2010, 132, 30-31.

  52. meso-Tris(oligo-2,5-thienylene)-Substituted Subporphyrins

    53. S. Hayashi, Y. Inokuma, A. Osuka

    Org. Lett. 2010, 12, 4148-4151.

  53. meso-Trifluoromethyl-substituted Subporphyrin from Ring-splitting Reaction of meso-Trifluoromethyl-substituted [32]Heptaphyrin(1.1.1.1.1.1.1)

    54. R. Sakamoto, S. Saito, S. Shimizu, Y. Inokuma, N. Aratani, A. Osuka

    Chem. Lett. 2010, 39, 439-441.

  54. meso-Trialkyl-substituted Subporphyrins

    55. S. Hayashi, Y. Inokuma, S. Easwaramoorthi, K. S. Kim, D. Kim, A. Osuka

    Angew. Chem. Int. Ed. 2010, 49, 321-324.

  55. Versatile Photophysical Properties of meso-Aryl Substituted Subporphyrins: Dipolar and Octupolar Charge-Transfer Interactions

    56. S. Easwaramoorthi, J.-Y. Shin, S. Cho, P. Kim, Y. Inokuma, E. Tsurumaki, A. Osuka, D. Kim

    Chem. Eur. J. 2009, 15, 12005-12017.

  56. Capped Subporphyrins

    57. Y. Inokuma, A. Osuka

    Chem. Eur. J. 2009, 15, 6863-6876.

  57. 1,4-Phenylene-bridged Subporphyrin-porphyrin Dyad, Triad, and Tetrad

    58. Y. Inokuma, S. Hayashi, A. Osuka

    Chem. Lett. 2009, 38, 206-207.

  58. Peripheral Hexabromination, Hexaphenylation, and Hexaethynylation of meso-Aryl- Substituted Subporphyrins

    59. E. Tsurumaki, Y. Inokuma, S. Easwaramoorthi, J. M. Lim, D. Kim, A. Osuka

    Chem. Eur. J. 2009, 15, 237-247.

  59. 3,3- and 4,4-Biphenylene-Bridged Subporphyrin Dimers

    60. Y. Inokuma, A. Osuka

    Org. Lett. 2008, 10, 5561-5564.

  60. Unambiguous Identification of Möbius Aromaticity for meso-Aryl-Substituted [28]Hexaphyrins(1.1.1.1.1.1)

    61. J. Sankar, S. Mori, S. Saito, H. Rath, M. Suzuki, Y. Inokuma, H. Shinokubo, K. S. Kim, Z. S. Yoon, J.-Y. Shin, J. M. Lim, Y. Matsuzaki, O. Matsushita, A. Muranaka, N. Kobayashi, D. Kim A. Osuka

    J. Am. Chem. Soc. 2008, 130, 13568-13579.

  61. meso-(4-(N,N-Dialkylamino)phenyl)-Substituted Subporphyrins: Remarkably Perturbed Absorption Spectra and Enhanced Fluorescence by Intramolecular Charge Transfer Interactions

    62. Y. Inokuma, S. Easwaramoorthi, Z. S. Yoon, D. Kim, A. Osuka

    J. Am. Chem. Soc. 2008, 130, 12234-12235.

  62. Effective Expansion of the Subporphyrin Chromophore Through Conjugation with meso-Oligo(1,4-phenyleneethynylene) Substituents: Octupolar Effect on Two-Photon Absorption

    63. Y. Inokuma, S. Easwaramoorthi, S. Y. Jang, K. S. Kim, D. Kim, A. Osuka

    Angew. Chem. Int. Ed. 2008, 47, 4840-4843.

  63. Subporphyrins: Emerging Contracted Porphyrins with Aromatic 14π-Electronic Systems and Bowl-Shaped Structures: Rational and Unexpected Synthetic Routes

    64. Y. Inokuma, A. Osuka

    Dalton Trans. 2008, 2517-2526. (Perspective, Front Cover)

  64. Synthesis and Characterization of meso-Aryl-Substituted Subchlorins

    65. E. Tsurumaki, S. Saito, K. S. Kim, J. M. Lim, Y. Inokuma, D. Kim, A. Osuka

    J. Am. Chem. Soc. 2008, 130, 438-439.

  65. Complementary Face-to-Face Dimer Formation From meso-Aryl Subporphyrins Bearing a 2-Carboxyphenyl Group

    66. Y. Inokuma, A. Osuka

    Chem. Commun. 2007, 2938-2940.

  66. meso-Aryl-Substituted Subporphyrins: Synthesis, Structures, and Large Substituent Effects on Their Electronic Properties

    67. Y. Inokuma, Z. S. Yoon, D. Kim, A. Osuka

    J. Am. Chem. Soc. 2007, 129, 4747-4761.

  67. Tribenzosubporphines: Synthesis and Characterization

    68. Y. Inokuma, J. H. Kwon, T. K. Ahn, M.-C. Yoon, D. Kim, A. Osuka

    Angew. Chem. Int. Ed. 2006, 45, 961-964.

  68. Enlarged π-Electronic Network of a meso-meso, β-β, β-β Triply Linked Dibenzoporphyrin Dimer that Exhibits a Large Two-Photon Absorption Cross Section

    69. Y. Inokuma, N. Ono, H. Uno, D. Y. Kim, S. B. Noh, D. Kim, A. Osuka

    Chem. Commun. 2005, 3782-3784.

  69. A Doubly N-Fused Benzohexaphyrin and Its Rearrangement to a Fluorescent Macrocycle upon DDQ Oxidation

    70. Y. Inokuma, T. Matsunari, N. Ono, H. Uno, A. Osuka

    Angew. Chem. Int. Ed. 2005, 44, 1856-1860.

  70. meso-Porphyrinyl-Substituted Porphyrin and Expanded Porphyrins

    71. Y. Inokuma, A. Osuka

    Org. Lett. 2004, 6, 3663-3666.