Department of Chemistry & Chemical Biology, Indian Institute of Technology (ISM), Dhanbad, 826004, Jharkhand, India.
Chem Commun (Camb). 2023 Jun 13;59(48):7455-7458. doi: 10.1039/d3cc01683h.
A photoresponsive electron donor-acceptor (EDA) complex, formed by indole and hypervalent iodine such as diacetoxyiodobenzene (DAIB/PIDA, ), was detectable through absorption and emission spectroscopy. Irradiation of the EDA complex with visible light triggered photoinduced single electron transfer (SET) processes that were synthetically useful for the catalyst-free, regioselective acetylation of indoles. The photocatalytic reaction with excess DAIB was also used for the synthesis of isatins. The synthetic protocols were tolerant of a wide variety of substituents on the indole ring, including -substitutions. DFT and TD-DFT studies were performed to model the excited states of the EDA complex and validate the photoinduced SET mechanism.
一种光响应的电子给体-受体（EDA）配合物，由吲哚和高价碘如二乙酰氧基碘苯（DAIB/PIDA）形成，可以通过吸收和发射光谱进行检测。EDA 配合物用可见光照射会引发光诱导单电子转移（SET）过程，这些过程对吲哚的无催化剂、区域选择性乙酰化反应具有合成用途。用过量 DAIB 进行的光催化反应也可用于合成靛红。这些合成方案对吲哚环上的各种取代基，包括取代基，具有耐受性。进行了 DFT 和 TD-DFT 研究以模拟 EDA 配合物的激发态并验证光诱导 SET 机制。
