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2022 年度 実施状況報告書

Development of Indigo Derivatives as Functional Molecules with Novel Photochemical Properties

研究課題

研究課題/領域番号 22K20522
研究機関北海道大学

研究代表者

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

研究期間 (年度) 2022-08-31 – 2024-03-31
キーワードindigo / photochemistry / organic synthesis / metal catalysis
研究実績の概要

During the first year, we completed the optimization of indigo mono-N-arylation. By using copper catalyst and inexpensive reagents, we were able to achieve selective and efficient transformation under mild reaction conditions. The examination of substrate scope revealed that various useful functional groups can be included, which is crucial for future applications of indigos in multiple scientific fields. With these compounds in hand, we built a series of photoswitches and studied their photochemical properties under red-light irradiation. In particular, by using data science approaches, the thermal stabilities were correlated with structural descriptors obtained by computations, which serves as a useful tool for predicting the properties of novel compounds. On the other hand, in an international collaborative project, we successfully identified the key parameters for red-light-enabled photoswitching of indigos in polymer thin films. This study is critical in understanding their different behaviors between solution and solid-state environment. Overall, these works have moved forward the understanding and utility of indigos as functional molecules and laid the important foundation for future studies.

現在までの達成度 (区分)
現在までの達成度 (区分)

2: おおむね順調に進展している

理由

For the indigo mono-N-arylation project, we are currently finishing up the collection of experimental data and will soon start the manuscript preparation. We plan to submit the manuscript in summer and present this work widely in various international conferences this year. The collaborative work on indigo photoswitching in polymer thin films was recently published in an international journal. We have also submitted a review manuscript on the topic of developing indigos as photo-responsive molecular tools. Moreover, by combining computation, data science, and synthetic organic chemistry, we have initiated another project to study the molecular interactions by indigo photoswitches. As such, we have made significant progress in various directions within this year.

今後の研究の推進方策

In this year, we will focus on the following three goals. First, we will finish up the current project of indigo mono-N-arylation for publication and result dissemination in international conferences. Second, we will continue the study of utilizing indigo photoswitches for measuring the molecular interactions. Third, in collaborations with material scientists and medicinal chemists, we will explore the applications of indigos in various scientific disciplines. By combining all these efforts, we hope to push forward the synthetic availability, mechanistic understanding, and practical utility of indigo molecules as functional molecules.

次年度使用額が生じた理由

Due to the necessity to utilize the financial support from Hokkaido University and WPI-ICReDD first, the consumption of funds from this project was diminished. Furthermore, many chemicals and instruments are for shared-use at WPI-ICReDD so we could take advantage of these resources. However, these financial supports for my group will decrease beginning from this fiscal year. Thus, we will start using the KAKENHI more.

  • 研究成果

    (7件)

すべて 2023 2022 その他

すべて 国際共同研究 (2件) 雑誌論文 (1件) (うち国際共著 1件、 査読あり 1件、 オープンアクセス 1件) 学会発表 (3件) (うち国際学会 2件) 備考 (1件)

  • [国際共同研究] Tampere University(フィンランド)

    • 国名
      フィンランド
    • 外国機関名
      Tampere University
  • [国際共同研究] Humboldt University at Berlin(ドイツ)

    • 国名
      ドイツ
    • 外国機関名
      Humboldt University at Berlin
  • [雑誌論文] Red-light photoswitching of indigos in polymer thin films2023

    • 著者名/発表者名
      Kuntze Kim、Viljakka Jani、Virkki Matti、Huang Chung-Yang、Hecht Stefan、Priimagi Arri
    • 雑誌名

      Chemical Science

      巻: 14 ページ: 2482~2488

    • DOI

      10.1039/D2SC06790K

    • 査読あり / オープンアクセス / 国際共著
  • [学会発表] Red-Light Photoswitching of Indigos in Polymer Thin Films2023

    • 著者名/発表者名
      Huang, Chung-Yang
    • 学会等名
      4th ICReDD International Symposium
    • 国際学会
  • [学会発表] Development of Indigos as Photo-responsive Molecular Tools2023

    • 著者名/発表者名
      Jaiswal, Amit Kumar
    • 学会等名
      2023 Bowei Research Conference
    • 国際学会
  • [学会発表] Indigos as Red-Light Photoswitches2022

    • 著者名/発表者名
      Huang, Chung-Yang
    • 学会等名
      8th Hokkaido University Cross-Departmental Symposium
  • [備考] ICReDD Research News

    • URL

      https://www.icredd.hokudai.ac.jp/research/8687

URL: 

公開日: 2023-12-25  

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