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2023 , Vol. 43 >Issue 8: 2837 - 2847

DOI: https://doi.org/10.6023/cjoc202210028

研究论文

无金属条件下可见光催化与溴盐协同促进烯烃的氢硅化反应研究

  • 赵瑜 ,
  • 张凯 ,
  • 白育斌 ,
  • 张琰图 ,
  • 史时辉
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  • a 延安大学化学与化工学院 陕西化学反应工程重点实验室 陕西延安 716000
    b 江苏师范大学化学与材料科学学院 江苏徐州 221116
†共同第一作者

收稿日期: 2022-10-24

  修回日期: 2023-03-01

  网络出版日期: 2023-04-23

基金资助

国家自然科学基金(22161047); 国家自然科学基金(22101102); 陕西省自然科学基础研究计划(2021JQ-609); 陕西省科技计划(2019JM-516); 延安大学博士科研启动基金(YDBK2018-30)

收起

A Metal-Free Photocatalytic Hydrosilylation of Alkenes Using Bromide Salt as a Hydrogen Atom Transfer Reagent

  • Yu Zhao ,
  • Kai Zhang ,
  • Yubin Bai ,
  • Yantu Zhang ,
  • Shihui Shi
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  • a College of Chemistry and Chemical Engineering, Shaanxi Key Laboratory of Chemical Reaction Engineering, Yan'an University, Yan'an, Shaanxi 716000
    b School of Chemistry and Materials Science, Jiangsu Normal University, Xuzhou, Jiangsu 221116
†These authors contributed equally to this work
*E-mail: ;

Received date: 2022-10-24

  Revised date: 2023-03-01

  Online published: 2023-04-23

Supported by

The National Natural Science Foundation of China(22161047); The National Natural Science Foundation of China(22101102); The Natural Science Basic Research Program of Shaanxi Province(2021JQ-609); The Science and Technology Department of Shaanxi Province(2019JM-516); The PhD Research Startup Foundation of Yan'an University(YDBK2018-30)

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摘要

开发了一种无金属条件下可见光促进的通过选择性硅-氢键活化实现的烯烃的氢硅化反应. 该反应使用催化量的、便宜易得的溴盐作为氢原子转移试剂. 该策略展现了非常好的官能团兼容性和广泛的底物范围, 并在温和、氧化还原中性的条件下, 以中等到优秀的收率合成了有机硅化合物. 同时, 该策略也能成功地将硅基引入到生物活性分子中.

关键词： 光催化; 氢原子转移催化; 硅基自由基; 有机硅化合物

本文引用格式

赵瑜 , 张凯 , 白育斌 , 张琰图 , 史时辉 . 无金属条件下可见光催化与溴盐协同促进烯烃的氢硅化反应研究[J]. 有机化学, 2023 , 43(8) : 2837 -2847 . DOI: 10.6023/cjoc202210028

Abstract

A metal-free photocatalytic hydrosilylation of alkenes through the selective activation of Si—H bond has been developed utilizing the readily available and cheaper bromide salt as the catalytic hydrogen atom transfer (HAT) reagent. This protocol features excellent functional group tolerance and broad substrate scope, affording the organosilicon compounds in moderate to excellent yields under a mild and redox-neutral process. This strategy was successfully applied for the introduction of the silyl group into bio-relevant active molecules.

Key words： photocatalysis; hydrogen atom transfer catalysis; silyl radical; organosilicon compound

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