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2021 Fiscal Year Annual Research Report

Iron-catalyzed Activation of Unreactive Bonds for Organic Materials Synthesis

Research Project

Project/Area Number 19K15555
Research InstitutionThe University of Tokyo

Principal Investigator

シャン ルイ  東京大学, 大学院理学系研究科(理学部), 特任准教授 (50793212)

Project Period (FY) 2019-04-01 – 2022-03-31
Keywordsiron-catalyzed / C-H activation / polycondensation / perovskite solar cells / tandem cyclization / non-fullerene acceptor / photodetector
Outline of Annual Research Achievements

Two types of iron-catalyzed reactions are developed for synthesis of thiophene polymers and 1,4-dihydropentalene materials. 1) Iron-catalyzed thienyl C-H polymerization compatible with various donor units was developed. One new polymer worked as HTMs in perovskite solar cells achieving 21.3% PCE. 2) Iron-catalyzed one-pot tandem cyclization for strained 1,4-dihydropentalenes was developed. The method allows access to various indenoindenes including their thiophene congeners for NIR photodetectors.

  • Research Products

    (12 results)

All 2022 2021

All Journal Article (4 results) (of which Peer Reviewed: 4 results) Presentation (5 results) (of which Int'l Joint Research: 3 results,  Invited: 3 results) Book (1 results) Patent(Industrial Property Rights) (2 results)

  • [Journal Article] Triarylamine/Bithiophene Copolymer with Enhanced Quinoidal Character as Hole‐Transporting Material for Perovskite Solar Cells2022

    • Author(s)
      Lin Hao-Sheng、Doba Takahiro、Sato Wataru、Matsuo Yutaka、Shang Rui、Nakamura Eiichi
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 61 Pages: 1

    • DOI

      10.1002/anie.202203949

    • Peer Reviewed
  • [Journal Article] Iron-catalysed regioselective thienyl C?H/C?H coupling2021

    • Author(s)
      Doba Takahiro、Ilies Laurean、Sato Wataru、Shang Rui、Nakamura Eiichi
    • Journal Title

      Nature Catalysis

      Volume: 4 Pages: 631~638

    • DOI

      10.1038/s41929-021-00653-7

    • Peer Reviewed
  • [Journal Article] Iron-Catalyzed Tandem Cyclization of Diarylacetylene to a Strained 1,4-Dihydropentalene Framework for Narrow-Band-Gap Materials2021

    • Author(s)
      Chen Mengqing、Sato Wataru、Shang Rui、Nakamura Eiichi
    • Journal Title

      Journal of the American Chemical Society

      Volume: 143 Pages: 6823~6828

    • DOI

      10.1021/jacs.1c03394

    • Peer Reviewed
  • [Journal Article] B<sub>2</sub>N<sub>2</sub>-Doped Dibenzo[<i>a,m</i>]Rubicene: Modular Synthesis, Properties, and Coordination-Induced Color Tunability2021

    • Author(s)
      Sakamaki Takumi、Nakamuro Takayuki、Yamashita Keitaro、Hirata Kunio、Shang Rui、Nakamura Eiichi
    • Journal Title

      Chemistry of Materials

      Volume: 33 Pages: 5337~5344

    • DOI

      10.1021/acs.chemmater.1c01441

    • Peer Reviewed
  • [Presentation] Iron-catalysis for and photocatalysis inspired by development of organic electronic materials2022

    • Author(s)
      Rui Shang
    • Organizer
      Invited Talk for Riken CSRS Seminar
    • Invited
  • [Presentation] Development of Iron-catalysis for Organic Electronic Materials2022

    • Author(s)
      Rui Shang and Eiichi Nakamura
    • Organizer
      ACS Spring 2022, Division of Organic Chemistry Virtual Symposia
    • Int'l Joint Research
  • [Presentation] Iron-catalyzed Regioselective Thienyl C-H/C-H Coupling and Polycondensation for Organic Electronic Materials2021

    • Author(s)
      Rui Shang, Takahiro Doba, Eiichi Nakamura
    • Organizer
      ACS Publications Symposium: The Power of Chemical Transformations
    • Int'l Joint Research
  • [Presentation] Iron-Catalysis: from Novel Reactions to Creating Material Functions2021

    • Author(s)
      Rui Shang
    • Organizer
      Invited Talk in Northeast Normal University
    • Invited
  • [Presentation] Iron(III)- and chromium(III)-catalyzed deprotonative C-H activation2021

    • Author(s)
      Rui Shang and Eiichi Nakamura
    • Organizer
      International Chemical Congress of Pacific Basin Societies (Pacifichem 2021)
    • Int'l Joint Research / Invited
  • [Book] Chromium-catalyzed C-H Activation, Handbook of CH-Functionalization (CHF)2022

    • Author(s)
      Rui Shang
    • Total Pages
      1000
    • Publisher
      John Wiley & Sons
  • [Patent(Industrial Property Rights)] 共役高分子の製造方法 共役高分子、該共役高分子を含有する有機半導体デバイス用インク及び有機半導体デバイス2022

    • Inventor(s)
      2022
    • Industrial Property Rights Holder
      2022
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      特願2022-02916
  • [Patent(Industrial Property Rights)] 光電変換素子及びその製造方法2021

    • Inventor(s)
      2021
    • Industrial Property Rights Holder
      2021
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      特願2021-176630

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Published: 2023-03-23  

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