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2020 Fiscal Year Annual Research Report

π共役構造を鍵とした配位アシンメトリー錯体分子の幾何構造機能の創出

Publicly Offered Research

Project AreaCoordination Asymmetry: Design of Asymmetric Coordination Sphere and Anisotropic Assembly for the Creation of Functional Molecules
Project/Area Number 19H04586
Research InstitutionKyushu University

Principal Investigator

石田 真敏  九州大学, 工学研究院, 助教 (60706951)

Project Period (FY) 2019-04-01 – 2021-03-31
Keywordsπ共役 / キラリティー / オリゴピロール / 金属錯体
Outline of Annual Research Achievements

ヘリカル/ノット/メビウスリングなどの数学的幾何学理論に基づく物質科学、およびその形状特有の高度機能を発現する分子科学が近年目覚ましく発展している。これら特異なキラル構造にπ共役骨格を組み込むことで、新たな光機能性マテリアルとして、刺激応答センサー、不斉認識プローブ等の応用展開が期待される。
本研究計画の次年度においては、新たな合成アプローチによる、金属塩との反応によってヘリカル状のねじれた2種のN混乱ポルフィリン二量体のワンポット合成に成功した。この特異なπ共役骨格に起因する巨大π共役系の近赤外光吸収帯は1000nmを超え、大きな光音響信号を示す色素群としても機能する化合物であることを見出した。
さらに、前年度までに報告していた銅コロール異性体の酸化的反応性を検討する中で、内環炭素部位で共有結合した積層二量体が生じることを見出した。その構造に着目すると、sp3炭素部位は不斉中心を有しており、ラセミ化することなく光学分割することが可能であり、コロール間の励起子カップリングによって近赤外領域にまで伸長したコットン効果を示すことを明らかにした。この時、コロール配位子の菅周辺部位を修飾した誘導体を用いることで、軸不斉を持つ積層二量体が生じることも見出した。
領域内共同研究においては、A0の井本グループと共同で、様々な置換基を有する単座ヒ素配位子をもちいてエチニル置換ポルフィリンとの銅フリー薗頭クロスカップリング反応を検討した結果、比較的高い活性があることを見出した。

Research Progress Status

令和2年度が最終年度であるため、記入しない。

Strategy for Future Research Activity

令和2年度が最終年度であるため、記入しない。

  • Research Products

    (34 results)

All 2021 2020 Other

All Int'l Joint Research (5 results) Journal Article (13 results) (of which Int'l Joint Research: 7 results,  Peer Reviewed: 13 results,  Open Access: 1 results) Presentation (16 results) (of which Int'l Joint Research: 7 results,  Invited: 3 results)

  • [Int'l Joint Research] ECUST(中国)

    • Country Name
      CHINA
    • Counterpart Institution
      ECUST
  • [Int'l Joint Research] Yonsei University(韓国)

    • Country Name
      KOREA (REP. OF KOREA)
    • Counterpart Institution
      Yonsei University
  • [Int'l Joint Research] GITAM(インド)

    • Country Name
      INDIA
    • Counterpart Institution
      GITAM
  • [Int'l Joint Research] University of Texas at Austin(米国)

    • Country Name
      U.S.A.
    • Counterpart Institution
      University of Texas at Austin
  • [Int'l Joint Research] University of Southern Denmark(デンマーク)

    • Country Name
      DENMARK
    • Counterpart Institution
      University of Southern Denmark
  • [Journal Article] Benzo‐Tetrathiafulvalene‐ (BTTF‐) Annulated Expanded Porphyrins: Potential Next‐Generation Multielectron Reservoirs2021

    • Author(s)
      Jana Atanu、Ishida Masatoshi、Furuta Hiroyuki
    • Journal Title

      Chemistry A European Journal

      Volume: 27 Pages: 4466~4472

    • DOI

      10.1002/chem.202005021

    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Metal complexes of 5,10,15-tris(pentafluorophenyl)-20-pyrrolyl N-confused porphyrin and its meso-pyrrolyl-bridged dimers: Synthesis and optical properties2021

    • Author(s)
      Yamasumi Kazuhisa、Mori Shigeki、Tanaka Takayuki、Ishida Masatoshi、Furuta Hiroyuki
    • Journal Title

      Journal of Porphyrins and Phthalocyanines

      Volume: 25 Pages: 447~455

    • DOI

      10.1142/S1088424621500255

    • Peer Reviewed
  • [Journal Article] Chiral Interlocked Corrole Dimers Directly Linked at Inner Carbon Atoms of Confused Pyrrole Rings2021

    • Author(s)
      Kumar Maurya Yogesh、Wei Pingchun、Shimada Takahide、Yamasumi Kazuhisa、Mori Shigeki、Furukawa Ko、Kusaba Hajime、Ishihara Tatsumi、Xie Yongshu、Ishida Masatoshi、Furuta Hiroyuki
    • Journal Title

      Chemistry An Asian Journal

      Volume: 16 Pages: 743~747

    • DOI

      10.1002/asia.202100083

    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Solvent-Controlled Self-Assembled Oligopyrrolic Receptor2021

    • Author(s)
      Wang Fei、Liang Kejiang、Larsen Mads Christian、Bahring Steffen、Ishida Masatoshi、Furuta Hiroyuki、Jana Atanu
    • Journal Title

      Molecules

      Volume: 26 Pages: 1771~1771

    • DOI

      10.3390/molecules26061771

    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Iridium Complex of N‐Fused Bilatrienone: Oxidative Cleavage of N‐Fused Porphyrin Induced by Iridium‐Cyclooctadiene Complexation2021

    • Author(s)
      Abraham Jibin Alex、Mori Shigeki、Ishida Masatoshi、Furuta Hiroyuki
    • Journal Title

      Chemistry A European Journal

      Volume: 27 Pages: 8268~8272

    • DOI

      10.1002/chem.202100789

    • Peer Reviewed
  • [Journal Article] Semiconducting Supramolecular Organic Frameworks Assembled from a Near-Infrared Fluorescent Macrocyclic Probe and Fullerenes2020

    • Author(s)
      Kaur Ramandeep、Sen Sajal、Larsen Mads Christian、Tavares Luciana、Kjelstrup-Hansen Jakob、Ishida Masatoshi、Zieleniewska Anna、Lynch Vincent M.、Bahring Steffen、Guldi Dirk M.、Sessler Jonathan L.、Jana Atanu
    • Journal Title

      Journal of the American Chemical Society

      Volume: 142 Pages: 11497~11505

    • DOI

      10.1021/jacs.0c03699

    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Synthesis, Photophysical Properties and Computational Studies of beta‐Substituted Porphyrin Dyads2020

    • Author(s)
      Kesavan Praseetha E.、Pandey Vijayalakshmi、Ishida Masatoshi、Furuta Hiroyuki、Mori Shigeki、Gupta Iti
    • Journal Title

      Chemistry An Asian Journal

      Volume: 15 Pages: 2015~2028

    • DOI

      10.1002/asia.202000463

    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Copper 1,19‐Diaza‐21,24‐dicarbacorrole: A Corrole Analogue with an N-N Linkage Stabilizes a Ground‐State Singlet Organocopper Species2020

    • Author(s)
      Basumatary Biju、Hashiguchi Ikuho、Mori Shigeki、Shimizu Soji、Ishida Masatoshi、Furuta Hiroyuki
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 59 Pages: 15897~15901

    • DOI

      10.1002/anie.202005167

    • Peer Reviewed
  • [Journal Article] Near‐Infrared‐III‐Absorbing and ‐Emitting Dyes: Energy‐Gap Engineering of Expanded Porphyrinoids via Metallation2020

    • Author(s)
      Wang Yue、Ogasahara Koki、Tomihama Daisuke、Mysliborski Radomir、Ishida Masatoshi、Hong Yongseok、Notsuka Yusuke、Yamaoka Yoshihisa、Murayama Tomotaka、Muranaka Atsuya、Uchiyama Masanobu、Mori Shigeki、Yasutake Yuhsuke、Fukatsu Susumu、Kim Dongho、Furuta Hiroyuki
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 59 Pages: 16161~16166

    • DOI

      10.1002/anie.202006026

    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Fundamental Study on Arsenic(III) Halides (AsX3; X = Br, I) toward the Construction of C3-Symmetrical Monodentate Arsenic Ligands2020

    • Author(s)
      Tanaka Susumu、Konishi Masafumi、Imoto Hiroaki、Nakamura Yuma、Ishida Masatoshi、Furuta Hiroyuki、Naka Kensuke
    • Journal Title

      Inorganic Chemistry

      Volume: 59 Pages: 9587~9593

    • DOI

      10.1021/acs.inorgchem.0c00598

    • Peer Reviewed
  • [Journal Article] Synthesis of Helically π‐Extended N‐Confused Porphyrin Dimer via meso‐Bipyrrole‐Bridge with Near‐Infrared‐II Absorption Capability2020

    • Author(s)
      Yamasumi Kazuhisa、Notsuka Yusuke、Yamaoka Yoshihisa、Mori Shigeki、Ishida Masatoshi、Furuta Hiroyuki
    • Journal Title

      Chemistry A European Journal

      Volume: 26 Pages: 13590~13594

    • DOI

      10.1002/chem.202002406

    • Peer Reviewed
  • [Journal Article] NH Tautomerism of N-Confused Porphyrin: Solvent/Substituent Effects and Isomerization Mechanism2020

    • Author(s)
      Ishizuka Tomoya、Sakashita Ryuichi、Iwanaga Osamu、Morimoto Tatsuki、Mori Shigeki、Ishida Masatoshi、Toganoh Motoki、Takegoshi Kiyonori、Osuka Atsuhiro、Furuta Hiroyuki
    • Journal Title

      The Journal of Physical Chemistry A

      Volume: 124 Pages: 5756~5769

    • DOI

      10.1021/acs.jpca.0c04779

    • Peer Reviewed
  • [Journal Article] Expanded N-Confused Phlorin: A Platform for a Multiply Fused Polycyclic Ring System via Oxidation within the Macrocycle2020

    • Author(s)
      Li Chengjie、Li Qizhao、Shao Jiewei、Tong Zhangfa、Ishida Masatoshi、Baryshnikov Glib、Agren Hans、Furuta Hiroyuki、Xie Yongshu
    • Journal Title

      Journal of the American Chemical Society

      Volume: 142 Pages: 17195~17205

    • DOI

      10.1021/jacs.0c09572

    • Peer Reviewed / Int'l Joint Research
  • [Presentation] アルキニル部位を骨格に用いた拡張π共役色素の合成2021

    • Author(s)
      佐藤優真・石田真敏・古田弘幸
    • Organizer
      日本化学会 第101春季年会
  • [Presentation] Synthesis and Characterization of N-Fused Porphyrin Iridium Complexes2021

    • Author(s)
      Jibin Alex Abraham, Masatoshi Ishida, Hiroyuki Furuta
    • Organizer
      日本化学会 第101春季年会
  • [Presentation] N-混乱ポルフィリンルテニウムμ-オキソ二量体の合成と環回転2021

    • Author(s)
      岩永 修, 福山 和毅, 宮﨑 隆聡, 石田 真敏, 古田 弘幸
    • Organizer
      日本化学会 第101春季年会
  • [Presentation] コバルトベンゾノロール錯体の電子構造と電気化学的水素発生2021

    • Author(s)
      橋口 育歩, 石田 真敏, 古田 弘幸
    • Organizer
      日本化学会 第101春季年会
  • [Presentation] Synthesis and Ring Rotation of Ruthenium μ-Oxo N-Confused Porphyrin Dimer2021

    • Author(s)
      Osamu Iwanaga, Kazuki Fukuyama, Takaaki Miyazaki, Masatoshi Ishida, Hiroyuki Furuta
    • Organizer
      第31回万有福岡シンポジウム
  • [Presentation] Copper 1,19-Diazadibenzonorrole: Rational Synthesis of a Porphyrin Analogue Containing N-N Direct Linkage2021

    • Author(s)
      Biju Basumatary, Masatoshi Ishida, Hiroyuki Furuta
    • Organizer
      International Conference on Porphyrins and Phthalocyanines -11
    • Int'l Joint Research
  • [Presentation] Ring Rotation Behavior of Ruthenium N-Confused Porphyrin [mu]-Oxo Dimers2021

    • Author(s)
      Osamu Iwanaga, Kazuki Fukuyama, Takaaki Miyazaki, Masatoshi Ishida, Hiroyuki Furuta
    • Organizer
      International Conference on Porphyrins and Phthalocyanines -11
    • Int'l Joint Research
  • [Presentation] Synthesis of α- and β-Alkynylated BODIPYs via Gold(I)-catalyzed Direct C-H Functionalization and Their Photophysical Properties2021

    • Author(s)
      Takahide Shimada, Masatoshi Ishida, Hiroyuki Furuta
    • Organizer
      International Conference on Porphyrins and Phthalocyanines -11
    • Int'l Joint Research
  • [Presentation] Doubly N-Confused Dioxohexaphyrins Serve as Potential Second Near- Infrared Photoacoustic Dyes2021

    • Author(s)
      Masatoshi Ishida
    • Organizer
      International Conference on Porphyrins and Phthalocyanines -11
    • Int'l Joint Research / Invited
  • [Presentation] N-Confused Hexaphyrins Serve as Potential Second Near-Infrared Chromophores2020

    • Author(s)
      Masatoshi Ishida
    • Organizer
      Virtual Conference on Recent Advances in bis and tetra-Pyrrolic Molecular Materials
    • Int'l Joint Research / Invited
  • [Presentation] Synthesis and Characterization of N-fused Porphyrin Iridiuml Complexes toward Catalysis2020

    • Author(s)
      Jibin Alex Abrahum、Masatoshi Ishida、Hiroyuki Furuta
    • Organizer
      Virtual Conference on Recent Advances in bis and tetra-Pyrrolic Molecular Materials
    • Int'l Joint Research
  • [Presentation] Redox Property of N-Confused Porphyrin Dimeric Complexes2020

    • Author(s)
      Osamu IWANAGA, Ritesh NANDY, Takaaki MIYAZAKI, Masatoshi ISHIDA, Hiroyuki FURUTA
    • Organizer
      錯体化学会第70回討論会
  • [Presentation] 芳香族C-H部位の直接アルキニル化反応を用いたエチニル 置換BODIPY色素の位置選択的合成および光物性2020

    • Author(s)
      嶋田隆秀、石田真敏、古田弘幸
    • Organizer
      第117回有機合成シンポジウム
  • [Presentation] Synthesis of a Black Dye with Absorption Capabilities Across the Visible-to-Near-Infrared Region: A MO-Mixing Approach via Heterometal Coordination of Expanded Porphyrinoid2020

    • Author(s)
      Yue Wang, Hiroto Kai, Masatoshi Ishida, Hiroyuki Furuta
    • Organizer
      第30回記念万有福岡シンポジウム
  • [Presentation] 芳香族C-H部位の直接アルキニル化反応によるBODIPY誘導体の合成および光物性2020

    • Author(s)
      嶋田隆秀、石田真敏、古田弘幸
    • Organizer
      基礎有機化学会 若手オンラインシンポジウム
  • [Presentation] N-Confused Hexaphyrins: Potential Functional Materials2020

    • Author(s)
      Masatoshi Ishida
    • Organizer
      International e-Conference of ADVANCES IN SCIENCE AND TECHNOLOGY FOR BETTERMENT OF HEALTH, ENVIRONMENT AND ENERGY
    • Int'l Joint Research / Invited

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Published: 2022-12-28  

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