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

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

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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.

PhotoreactionElectron donor-acceptorAliphatic C-H functionalizationChlorine radicalsGaseous alkanes

Zemin Wang、Chao-Xian Yan、Ruihua Liu、Xiaowei Li、Jiajia Dai、Xiangqian Li、Dayong Shi

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State Key Laboratory of Microbial Technology,Shandong University,Qingdao 266237,China

School of Chemistry & Chemical Engineering,Ankang University,Ankang 725000,China

Laboratory of Marine Drugs and Biological Products,Pilot National Laboratory for Marine Science and Technology,Qingdao 266237,China

National Key Research and Development Program of ChinaJoint Fund of Shandong Natural Science FoundationNatural Science Foundation of Shandong ProvinceNatural Science Foundation of Shandong ProvinceNatural Science Foundation of Shandong ProvinceNatural Science Foundation of Shandong ProvincePostdoctoral Science Foundation of ChinaQingdao Emerging Industry Cultivation Project in 2023Shandong Provincial Science and Technology SME Innovation Capacity Improvement ProjectNational Natural Science Foundation of ChinaPostdoctoral Innovation Project of Shandong Province

2022YFC2804105ZR2021LSW013ZR2020QB044ZR2020QH364ZR2023MH245ZR2022QB0902020M68215723-1-4-xxgg-19-nsh2022TSGC220482003787

2024

科学通报(英文版)
中国科学院

科学通报(英文版)

CSTPCD
ISSN:1001-6538
年,卷(期):2024.69(3)
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