Gold(I)-catalyzed Synthesis of Axially Chiral Indolo[2,3-c]carbazole Exhibiting Advanced Electrochromic Response

IF 2.7 4区 化学 Q1 CHEMISTRY, ORGANIC Asian Journal of Organic Chemistry Pub Date : 2025-01-05 DOI:10.1002/ajoc.202400695
Prof. Dr. Takanori Suzuki, Dr. Wataru Nojo, Yuiki Kawada, Soichiro Sugiyama, Takaya Ikeuchi, Prof. Dr. Yusuke Ishigaki, Prof. Dr. Hiroaki Ohno
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Abstract

The Wurster's Blue skeleton embedded in an axially chiral indolo[2,3-c]carbazole framework can act as a key chromophore to realize three-way-output electrochromic response (UV-Vis-near IR absorption, fluorescence, and circular dichroism) upon reversible electrochemical interconversion with the corresponding neutral electron donor, which was effectively synthesized by gold(I)-catalyzed cascade cyclization of 2-azidophenyl-1,3-butadiyne with a 2-phenyl-1-naphthyl terminal group.

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金(I)催化合成具有高级电致变色反应的轴向手性吲哚[2,3-c]咔唑
嵌入在轴向手性吲哚[2,3-c]咔唑框架中的Wurster's Blue骨架可以作为关键的发色团,在与相应的中性电子供体可逆电化学相互转化时实现三向输出电致变色响应(紫外-可见-近红外吸收、荧光和圆二色性),该发色团是由金(I)催化的2-叠氮苯基-1,3-丁二炔与2-苯基-1-萘基端基级联环化而有效合成的。
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来源期刊
CiteScore
4.70
自引率
3.70%
发文量
372
期刊介绍: Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC) The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.
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