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2023 Fiscal Year Annual Research Report

Development of Indigo Derivatives as Functional Molecules with Novel Photochemical Properties

Research Project

Project/Area Number 22K20522
Research InstitutionHokkaido University

Principal Investigator

HUANG CHUNG・YANG  北海道大学, 化学反応創成研究拠点, 准教授 (90956153)

Project Period (FY) 2022-08-31 – 2024-03-31
Keywordsindigo / photochemistry / organic synthesis / metal catalysis / data science
Outline of Annual Research Achievements

During this FY, we completed the project of building indigo red-light photoswitches by copper-catalyzed N-arylation. Computation and experimental studies suggest that the exclusive selectivity for mono-N-arylation originates from a bimetallic Cu-indigo intermediate. Furthermore, we developed a workflow for correlating the structures of N-aryl substituents with the thermal half-lives of indigo photoswitches through multivariate linear regression. Finally, preliminary studies with a new molecular design have allowed to conjugate biomolecules with indigos, which showed red-light induced photoswitching. This work has been submitted for publication and is currently under review.

  • Research Products

    (13 results)

All 2024 2023 Other

All Int'l Joint Research (3 results) Journal Article (1 results) (of which Int'l Joint Research: 1 results) Presentation (9 results) (of which Int'l Joint Research: 9 results,  Invited: 1 results)

  • [Int'l Joint Research] Humboldt University of Berlin(ドイツ)

    • Country Name
      GERMANY
    • Counterpart Institution
      Humboldt University of Berlin
  • [Int'l Joint Research] Tampere University(フィンランド)

    • Country Name
      FINLAND
    • Counterpart Institution
      Tampere University
  • [Int'l Joint Research] Heinrich-Heine-University Dusseldorf(ドイツ)

    • Country Name
      GERMANY
    • Counterpart Institution
      Heinrich-Heine-University Dusseldorf
  • [Journal Article] Accessing a Diverse Set of Functional Red-Light Photoswitches by Selective Copper-Catalyzed Indigo N-Arylation2024

    • Author(s)
      Jaiswal Amit K.、Saha Priya、Jiang Julong、Suzuki Kimichi、Jasny Anna、Schmidt Bernd M.、Maeda Satoshi、Hecht Stefan、Huang Chung-Yang (Dennis)
    • Journal Title

      ChemRxiv

      Volume: ー Pages: ー

    • DOI

      10.26434/chemrxiv-2024-62zmf

    • Int'l Joint Research
  • [Presentation] Development of Indigos as Red-Light Photoswitches2023

    • Author(s)
      Huang, Chung-Yang
    • Organizer
      Gordon Research Conference: Artificial Molecular Switches and Motors
    • Int'l Joint Research
  • [Presentation] Development of Indigos as Red-Light Photoswitches2023

    • Author(s)
      Huang, Chung-Yang
    • Organizer
      International Conference on Photochemistry
    • Int'l Joint Research
  • [Presentation] Development of Indigos as Red-Light Photoswitches2023

    • Author(s)
      Huang, Chung-Yang
    • Organizer
      ACS Fall National Meeting
    • Int'l Joint Research
  • [Presentation] Development of Indigos as Red-Light Photoswitches2023

    • Author(s)
      Huang, Chung-Yang
    • Organizer
      14th Indian Scientists Association in Japan Annual Symposium
    • Int'l Joint Research / Invited
  • [Presentation] Development of Indigos as Red-Light Photoswitches2023

    • Author(s)
      Huang, Chung-Yang
    • Organizer
      The 15th International Kyoto Conference on Organic Chemistry
    • Int'l Joint Research
  • [Presentation] Red-Light Photoswitching of Indigos in Polymer Thin Films2023

    • Author(s)
      Huang, Chung-Yang
    • Organizer
      6th ICReDD International Symposium
    • Int'l Joint Research
  • [Presentation] Development of Indigos as Red-Light Photoswitches2023

    • Author(s)
      Huang, Chung-Yang
    • Organizer
      10th International Symposium on Photochromism
    • Int'l Joint Research
  • [Presentation] Development of Indigos as Red-Light Photoswitches2023

    • Author(s)
      Saha, Priya
    • Organizer
      CSE Summer School & ALP International Symposium
    • Int'l Joint Research
  • [Presentation] Development of Indigos as Red-Light Photoswitches2023

    • Author(s)
      Saha, Priya
    • Organizer
      6th ICReDD International Symposium
    • Int'l Joint Research

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Published: 2024-12-25  

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