Disulfide-Catalyzed Visible-Light-Mediated Oxidative Cleavage of C=C Bonds and Evidence of an Olefin-Disulfide Charge-Transfer Complex

被引：145

作者：

Deng, Yuchao ^{[1
,2
,3
]}

Wei, Xiao-Jing ^{[4
]}

Wang, Hui ^{[1
]}

Sun, Yuhan ^{[1
,2
]}

Noel, Timothy ^{[4
]}

Wang, Xiao ^{[1
,5
,6
]}

机构：

[1] Chinese Acad Sci, Shanghai Adv Res Inst, CAS Key Lab Low Carbon Convers Sci & Engn, 100 Haike Rd, Shanghai 201210, Peoples R China

[2] ShanghaiTech Univ, Sch Phys Sci & Technol, Shanghai 201210, Peoples R China

[3] Univ Chinese Acad Sci, Beijing 100049, Peoples R China

[4] Eindhoven Univ Technol, Micro Flow Chem & Proc Technol, Dept Chem Engn & Chem, Den Dolech 2, NL-5612 AZ Eindhoven, Netherlands

[5] Harvard Med Sch, Harvard NeuroDiscovery Ctr, 65 Landsdowne St, Cambridge, MA 02139 USA

[6] Brigham & Womens Hosp, 65 Landsdowne St, Cambridge, MA 02139 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2017年 / 56卷 / 03期

关键词：

disulfide catalysts; donor-acceptor complexes; olefin oxidation; organocatalysis; visible-light photocatalysis; COOXIDATION TOCO REACTION; SUBSTITUTED BENZENETHIYL RADICALS; GEM-DISUBSTITUTED ALKENES; C DOUBLE-BOND; MOLECULAR-OXYGEN; FLASH-PHOTOLYSIS; VINYL MONOMERS; ADDITION RATES; THIYL RADICALS; ELECTRON-TRANSFER;

D O I：

10.1002/anie.201607948

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A photocatalytic method for the aerobic oxidative cleavage of C=C bonds has been developed. Electron-rich aromatic disulfides were employed as photocatalyst. Upon visible-light irradiation, typical mono- and multi-substituted aromatic olefins could be converted into ketones and aldehydes at ambient temperature. Experimental and computational studies suggest that a disulfide-olefin charge-transfer complex is possibly responsible for the unconventional dissociation of S-S bond under visible light.

引用

页码：832 / 836

页数：5

共 51 条

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