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.


    A joint paper with Prof. Hasegawa.

  3. Calix[3]pyrrole: A Missing Link in Porphyrin-Related Chemistry
  4. 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.


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

    Press release (Hokkaido University)

    Highlighted by Science "In Other Journals".

    Highlighted by Synfacts


  5. Isopyrazole-Masked Tetraketone: Tautomerism and Functionalization for Fluorescent Metal Ligands
  6. 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.


    Fluorescent metal ligand was synthesized by isopyrazole-masking strategy.

  7. Polyketone-Based Molecular Ropes as Versatile Components for Functional Materials
  8. Y. Inokuma, Y. Inaba

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


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

  9. Insoluble π‐Conjugated Polyimine as an Organic Adsorbent for Group 10 Metal Ions
  10. H. Shirakura, Y. Hijikata, J. Pirillo, T. Yoneda, Y. Manabe, M. Murugavel, Y. Ide, Y. Inokuma

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


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

  11. Aliphatic Polyketones as Classic yet New Molecular Ropes for Structural Diversity in Organic Synthesis
  12. Y. Inokuma, T. Yoneda, Y. Ide, S. Yoshioka

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


    Feature Article of recent developments in carbonyl ropes chemistry.

  13. Spirosilicate Dimers of a Bowl-shaped Diol Generated by Intramolecular Cyclization of an Aliphatic Tetraketone Chains
  14. Y. Inaba, Y. Inokuma

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


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

  15. Modular Synthesis of Oligoacetylacetones via Site-selective Silylation of Acetylacetone Derivatives
  16. P. Sarkar, Y. Inaba, H. Shirakura, T. Yoneda, Y. Inokuma

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


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

  17. Supramolecular Conformational Control of Aliphatic Oligoketones by Rotaxane Formation
  18. Y. Manabe, K. Wada, Y. Baba, T. Yoneda, T. Ogoshi, Y. Inokuma

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


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

  19. Chiral Monolayers with Achiral Tetrapod Molecules on Highly Oriented Pyrolytic Graphite
  20. 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.


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

  21. Polyketones as Host Materials for Solid Polymer Electrolytes
  22. T. Eriksson, A. Mace, Y. Manabe, M. Yoshizawa-Fujita, Y. Inokuma, D. Brandell, J. Mindemark

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


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

  23. Luminescent Coordination Polymers Constructed from Flexible, Tetradentate Diisopyrazole Ligand and Copper(I) Halides
  24. T. Yoneda, C. Kasai, Y. Manabe, M. Tsurui, Y. Kitagawa, Y. Hasegawa, P. Sarkar, Y. Inokuma

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


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

  25. Splitting and Reorientation of π-Conjugation by an Unprecedented Photo-Rearrangement Reaction
  26. Y. Inaba, T. Yoneda, Y. Kitagawa, K. Miyata, Y. Hasegawa, Y. Inokuma

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


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

  27. Identification of Actinomycin D as a Specific Inhibitor of the Alternative Pathway of Peptidoglycan Biosynthesis
  28. Y. Ogasawara, Y. Shimizu, Y. Sato, T. Yoneda, Y. Inokuma, T. Dairi

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


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

  29. Asymmetric Synthesis of a 5,7-Fused Ring System Enabled by an Intramolecular Buchner Reaction with Chiral Rhodium Catalyst
  30. T. Hoshi, E. Ota, Y. Inokuma, J. Yamaguchi

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


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

  31. Aliphatic Polyketones as Shapable Molecular Chains
  32. Y. Inokuma

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


    An account of carbonyl ropes.

  33. Two-Step Transformation of Aliphatic Polyketones into π-Conjugated Polyimines
  34. Y. Manabe, M. Uesaka, T. Yoneda, Y. Inokuma

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


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

  35. Control over Coordination Self-Assembly of Flexible, Multidentate Ligands by Stepwise Metal Coordination of Isopyrazole Subunits
  36. Y. Ashida, Y. Manabe, S. Yoshioka, T. Yoneda, Y. Inokuma

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


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

  37. Bioinspired Synthesis of Pentalene-based Chromophores from an Oligoketone Chain
  38. Y. Saito, M. Higuchi, S. Yoshioka, H. Senboku, Y. Inokuma

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


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

  39. Oligoacetylacetones as Shapable Carbon Chains and Their Transformation to Oligoimines for Construction of Metal-organic Architectures
  40. M. Uesaka, Y. Saito, S. Yoshioka, Y. Domoto, M. Fujita, Y. Inokuma

    Communications Chemistry, 2018, 1, Article Number 23.


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

    Behind the Paper (Nature Research Chemistry Community)

  41. Chiral Crystalline Sponges for the Absolute Structure Determination of Chiral Guests
  42. K. Yan, R. Dubey, T. Arai, Y. Inokuma, M. Fujita

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

  43. Structural Elucidation of Trace Amounts of Volatile Compounds Using the Crystalline Sponge Method
  44. N. Zigon, T. Kikuchi, J. Ariyoshi, Y. Inokuma, M. Fujita

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

  45. Finding a New Crystalline Sponge from a Crystallographic Database
  46. Y. Inokuma, K. Matsumura, S. Yoshioka, M. Fujita

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

  47. X-ray Structure Analysis of Ozonides by the Crystalline Sponge Method
  48. S. Yoshioka, Y. Inokuma, V. Duplan, R. Dubey, M. Fujita

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

  49. A Saccharide-based Crystalline Sponge for Hydrophilic Guests
  50. G.-H. Ning, K. Matsumura, Y. Inokuma, M. Fujita

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

  51. Structure Determination of Microbial Metabolites by the Crystalline Sponge Method
  52. Y. Inokuma, T. Ukegawa, M. Hoshino, M. Fujita

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

  53. The Crystalline Sponge Method Updated
  54. M. Hoshino, A. Khutia, H. Xing, Y. Inokuma, M. Fujita

    IUCrJ 2016, 3, 139-151.

  55. Where is the Oxygen? Structural Analysis of a-Humulene Oxidation Products by the Crystalline Sponge Method
  56. N. Zigon, M. Hoshino, S. Yoshioka, Y. Inokuma, M. Fujita

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

  57. Absolute Structure Determination of Compounds with Axial and Planar Chirality Using the Crystalline Sponge Method
  58. S. Yoshioka, Y. Inokuma, M. Hoshino, T. Sato, M. Fujita

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

  59. Networked-Cage Microcrystals for Evaluation of Host-guest Interactions
  60. S. Matsuzaki, T. Arai, K. Ikemoto, Y. Inokuma, M. Fujita

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

  61. Visualization of Solution Chemistry by X-ray Crystallography Using Porous Coordination Networks
  62. Y. Inokuma, M. Fujita

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

    (Award Article, Back Cover)

  63. Radical C-H Functionalization of Heteroarenes under Electrochemical Control
  64. 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)

  65. X-ray Snapshot Observation of Palladium-Mediated Aromatic Bromination in a Porous Complex
  66. K. Ikemoto, Y. Inokuma, K. Rissanen, M. Fujita

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

    (Highlighted by "Chemistry World", RSC)

  67. Preparation and Guest-uptake Protocol for a Porous Complex Useful for 'Crystal-free' Crystallography
  68. Y. Inokuma, S. Yoshioka, J. Ariyoshi, T. Arai, M. Fujita

    Nature Protocols 2014, 9, 246-252.

  69. Stable Encapsulation of Acrylate Esters in Networked Molecular Capsules
  70. G.-H Ning, Y. Inokuma, M. Fujita

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

    (VIP paper, Inside Cover)

  71. Unique Ultrafast Energy Transfer in a Series of Phenylene-bridged Subporphyrin-porphyrin Hybrids
  72. J. Oh, J. Sung, M. Kitano, Y. Inokuma, A. Osuka, D. Kim

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

  73. Dynamic Behavior of M6L4 Capsules in Solution and Crystalline States
  74. G.-H Ning, Y. Inokuma, M. Fujita

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

  75. X-ray analysis on the nanogram to microgram scale using porous complexes
  76. 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)

  77. Reagent-Installed Capsule Network: Selective Thiocarbamoylation of Aromatic Amines in Crystals with Pre-installed CH3NCS
  78. Y. Inokuma, G.-H. Ning, M. Fujita

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

  79. Oxocyclohexadienylidene-Substituted Subporphyrins
  80. S. Hayashi, J. Sung, Y. Sung, Y. M. Sung, Y. Inokuma, D. Kim, A. Osuka

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

  81. Bimolecular Reaction via the Successive Introduction of Two Substrates into the Crystals of Networked Molecular Cages
  82. Y. Inokuma, N. Kojima, T. Arai, M. Fujita

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

  83. Diels-Alder via Molecular Recognition in a Crystalline Molecular Flask
  84. K. Ikemoto, Y. Inokuma, M. Fujita

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

  85. Shedding Light on Hidden Reaction Pathways in Radical Polymerization by a Porous Coordination Network
  86. Y. Inokuma, S. Nishiguchi, K. Ikemoto, M. Fujita

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

  87. Synthesis and Properties of Boron(III)-Coordinated Subbacteriochlorins
  88. S. Hayashi, E. Tsurumaki, Y. Inokuma, P. Kim, Y. M. Sung, D. Kim, A. Osuka

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

  89. Crystalline Molecular Flasks
  90. Y. Inokuma, M. Kawano, M. Fujita

    Nature Chem. 2011, 3, 349-358.

  91. A Molecular Capsule Network: Guest Encapsulation and Control of Diels-Alder Reactivity
  92. Y. Inokuma, S. Yoshioka, M. Fujita

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

  93. Networked Molecular Cages as Crystalline Sponges for Fullerenes and Other Guests
  94. Y. Inokuma, T. Arai, M. Fujita

    Nature Chem. 2010, 2, 780-783.

    (Highlighted by "C&EN", ACS)

  95. The Reaction of Organozinc Compounds with an Aldehyde within a Crystalline Molecular Flask
  96. K. Ikemoto, Y. Inokuma, M. Fujita

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

  97. The Catalytic Z to E Isomerization of Stilbenes in a Photosensitizing Porous Coordination Network
  98. K. Ohara, Y. Inokuma, M. Fujita

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

  99. Regioselective Huisgen Cycloaddition within Porous Coordination Networks
  100. T. Kawamichi, Y. Inokuma, M. Fujita

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

    (Highlighted by "Noteworthy Chemistry", ACS)

  101. A Porous Coordination Network Catalyzes an Olefin Isomerization Reaction in the Pore
  102. K. Ohara, M. Kawano, Y. Inokuma, M. Fujita

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

  103. meso-Tris(oligo-2,5-thienylene)-Substituted Subporphyrins
  104. S. Hayashi, Y. Inokuma, A. Osuka

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

  105. meso-Trifluoromethyl-substituted Subporphyrin from Ring-splitting Reaction of meso-Trifluoromethyl-substituted [32]Heptaphyrin(
  106. R. Sakamoto, S. Saito, S. Shimizu, Y. Inokuma, N. Aratani, A. Osuka

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

  107. meso-Trialkyl-substituted Subporphyrins
  108. S. Hayashi, Y. Inokuma, S. Easwaramoorthi, K. S. Kim, D. Kim, A. Osuka

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

  109. Versatile Photophysical Properties of meso-Aryl Substituted Subporphyrins: Dipolar and Octupolar Charge-Transfer Interactions
  110. S. Easwaramoorthi, J.-Y. Shin, S. Cho, P. Kim, Y. Inokuma, E. Tsurumaki, A. Osuka, D. Kim

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

  111. Capped Subporphyrins
  112. Y. Inokuma, A. Osuka

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

  113. 1,4-Phenylene-bridged Subporphyrin-porphyrin Dyad, Triad, and Tetrad
  114. Y. Inokuma, S. Hayashi, A. Osuka

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

  115. Peripheral Hexabromination, Hexaphenylation, and Hexaethynylation of meso-Aryl- Substituted Subporphyrins
  116. E. Tsurumaki, Y. Inokuma, S. Easwaramoorthi, J. M. Lim, D. Kim, A. Osuka

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

  117. 3,3- and 4,4-Biphenylene-Bridged Subporphyrin Dimers
  118. Y. Inokuma, A. Osuka

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

  119. Unambiguous Identification of Möbius Aromaticity for meso-Aryl-Substituted [28]Hexaphyrins(
  120. 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.

  121. meso-(4-(N,N-Dialkylamino)phenyl)-Substituted Subporphyrins: Remarkably Perturbed Absorption Spectra and Enhanced Fluorescence by Intramolecular Charge Transfer Interactions
  122. Y. Inokuma, S. Easwaramoorthi, Z. S. Yoon, D. Kim, A. Osuka

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

  123. Effective Expansion of the Subporphyrin Chromophore Through Conjugation with meso-Oligo(1,4-phenyleneethynylene) Substituents: Octupolar Effect on Two-Photon Absorption
  124. Y. Inokuma, S. Easwaramoorthi, S. Y. Jang, K. S. Kim, D. Kim, A. Osuka

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

  125. Subporphyrins: Emerging Contracted Porphyrins with Aromatic 14π-Electronic Systems and Bowl-Shaped Structures: Rational and Unexpected Synthetic Routes
  126. Y. Inokuma, A. Osuka

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

  127. Synthesis and Characterization of meso-Aryl-Substituted Subchlorins
  128. E. Tsurumaki, S. Saito, K. S. Kim, J. M. Lim, Y. Inokuma, D. Kim, A. Osuka

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

  129. Complementary Face-to-Face Dimer Formation From meso-Aryl Subporphyrins Bearing a 2-Carboxyphenyl Group
  130. Y. Inokuma, A. Osuka

    Chem. Commun. 2007, 2938-2940.

  131. meso-Aryl-Substituted Subporphyrins: Synthesis, Structures, and Large Substituent Effects on Their Electronic Properties
  132. Y. Inokuma, Z. S. Yoon, D. Kim, A. Osuka

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

  133. Tribenzosubporphines: Synthesis and Characterization
  134. Y. Inokuma, J. H. Kwon, T. K. Ahn, M.-C. Yoon, D. Kim, A. Osuka

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

  135. 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
  136. Y. Inokuma, N. Ono, H. Uno, D. Y. Kim, S. B. Noh, D. Kim, A. Osuka

    Chem. Commun. 2005, 3782-3784.

  137. A Doubly N-Fused Benzohexaphyrin and Its Rearrangement to a Fluorescent Macrocycle upon DDQ Oxidation
  138. Y. Inokuma, T. Matsunari, N. Ono, H. Uno, A. Osuka

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

  139. meso-Porphyrinyl-Substituted Porphyrin and Expanded Porphyrins
  140. Y. Inokuma, A. Osuka

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