科学通报(英文版)2024，Vol.69Issue(3) ：345-353.DOI:10.1016/j.scib.2023.11.048

Photo-induced versatile aliphatic C-H functionalization via electron donor-acceptor complex

Zemin Wang Chao-Xian Yan Ruihua Liu Xiaowei Li Jiajia Dai Xiangqian Li Dayong Shi
科学通报(英文版)2024，Vol.69Issue(3) ：345-353.DOI:10.1016/j.scib.2023.11.048
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Photo-induced versatile aliphatic C-H functionalization via electron donor-acceptor complex

Zemin Wang 1Chao-Xian Yan 2Ruihua Liu 1Xiaowei Li 1Jiajia Dai 1Xiangqian Li 1Dayong Shi3
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作者信息

  • 1. State Key Laboratory of Microbial Technology,Shandong University,Qingdao 266237,China
  • 2. School of Chemistry & Chemical Engineering,Ankang University,Ankang 725000,China
  • 3. State Key Laboratory of Microbial Technology,Shandong University,Qingdao 266237,China;Laboratory of Marine Drugs and Biological Products,Pilot National Laboratory for Marine Science and Technology,Qingdao 266237,China
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Abstract

The ability to selectively introduce diverse functionality onto hydrocarbons is of substantial value in the synthesis of both small molecules and pharmaceuticals.In this endeavour,as a photocatalyst-and metal-free process,the electron donor-acceptor(EDA)strategy has not been well explored.Here we report an approach to aliphatic carbon-hydrogen bond diversification through an EDA complex constituted by HCl and SⅣ=O groups.As an efficient hydrogen atom transfer(HAT)reagent,chlorine radical can be produced via a proton-coupled electron transfer process in this system.Based on this unusual path,a photo-promoted versatile aliphatic C-H functionalization is developed without photo-and metal-catalysts,including thiolation,arylation,alkynylation,and allylation.This conversion has concise and ambient reaction conditions,good functional group tolerance,and substrate diversity,and provides an alternative solution for the high value-added utilization of bulk light alkanes.

Key words

Photoreaction/Electron donor-acceptor/Aliphatic C-H functionalization/Chlorine radicals/Gaseous alkanes

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基金项目

National Key Research and Development Program of China(2022YFC2804105)

Joint Fund of Shandong Natural Science Foundation(ZR2021LSW013)

Natural Science Foundation of Shandong Province(ZR2020QB044)

Natural Science Foundation of Shandong Province(ZR2020QH364)

Natural Science Foundation of Shandong Province(ZR2023MH245)

Natural Science Foundation of Shandong Province(ZR2022QB090)

Postdoctoral Science Foundation of China(2020M682157)

Qingdao Emerging Industry Cultivation Project in 2023(23-1-4-xxgg-19-nsh)

Shandong Provincial Science and Technology SME Innovation Capacity Improvement Project(2022TSGC2204)

National Natural Science Foundation of China(82003787)

Postdoctoral Innovation Project of Shandong Province()

出版年

2024
科学通报(英文版)
中国科学院

科学通报(英文版)

CSTPCD
ISSN：1001-6538
参考文献量61
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