Benzothiazole Synthesis: Mechanistic Investigation of an In Situ-Generated Photosensitizing Disulfide
- 주제(기타) Chemistry, Organic
- 설명문(일반) [Hwang, Ho Seong; Han, Sung Su; Cho, Eun Jin] Chung Ang Univ, Dept Chem, Seoul 06974, South Korea; [Lee, Sumin; Moon, Yu Kyung; You, Youngmin] Ewha Womans Univ, Div Chem Engn & Mat Sci, Seoul 03760, South Korea
- 관리정보기술 faculty
- 등재 SCIE, SCOPUS
- 발행기관 AMER CHEMICAL SOC
- 발행년도 2020
- URI http://www.dcollection.net/handler/ewha/000000174621
- 본문언어 영어
- Published As http://dx.doi.org/10.1021/acs.joc.0c01598
- PubMed https://pubmed.ncbi.nlm.nih.gov/32822174
초록/요약
The use of a visible light absorbing intermediate as a photosensitizer makes a chemical process simple and sustainable, obviating the need for the use of chemical additives. Herein, the formation of a photosensitizing disulfide in benzothiazole synthesis from 2-aminothiophenol and aldehydes was proposed and confirmed through in-depth mechanistic studies. A series of photophysical and electrochemical investigations revealed that an in situ-generated disulfide photosensitizes molecular oxygen to generate the key oxidants, singlet oxygen and superoxide anion, for the dehydrogenation step.
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