基于电子给体-受体复合物的脂肪烃碳氢键多样性转化  

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

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作  者:王泽敏 闫超咸 刘瑞华 李晓伟 戴佳佳 李祥乾 史大永 Zemin Wang;Chao-Xian Yan;Ruihua Liu;Xiaowei Li;Jiajia Dai;Xiangqian Li;Dayong Shi(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)

机构地区:[1]State Key Laboratory of Microbial Technology,Shandong University,Qingdao 266237,China [2]School of Chemistry&Chemical Engineering,Ankang University,Ankang 725000,China [3]Laboratory of Marine Drugs and Biological Products,Pilot National Laboratory for Marine Science and Technology,Qingdao 266237,China

出  处:《Science Bulletin》2024年第3期345-353,共9页科学通报(英文版)

基  金:supported by the National Key Research and Development Program of China(2022YFC2804105);the Joint Fund of Shandong Natural Science Foundation(ZR2021LSW013);Natural Science Foundation of Shandong Province(ZR2020QB044,ZR2020QH364,ZR2023MH245,and 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);the National Natural Science Foundation of China(82003787);Postdoctoral Innovation Project of Shandong Province。

摘  要: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 metalfree 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 S^(IV)=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 photopromoted 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.

关 键 词:PHOTOREACTION Electron donor-acceptor Aliphatic C-H functionalization Chlorine radicals Gaseous alkanes 

分 类 号:O623.1[理学—有机化学] O641.2[理学—化学]

 

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