Bromine radical as a visible-light-mediated polarity-reversal catalyst

iScience

Tonglin Wang¹  Xiangcheng Shi²  Jianming Yan²  Mu Wang²  Xu Cong²  Haiwang Liu²  Jie Wu²  Han Wang²  Meirong Huang³ 

[1] College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, Gansu 730070, China;Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543, Republic of Singapore;Shenzhen Bay Laboratory, State Key Laboratory of Chemical Oncogenomics, Peking University Shenzhen Graduate School, Shenzhen, P.R. China;

关键词: Chemistry;    organic chemistry;    green chemistry;   

DOI  :  

来源: DOAJ

【 摘 要 】

Summary: Polarity-reversal catalysts enable otherwise sluggish or completely ineffective reactions which are characterized by unfavorable polar effects between radicals and substrates. We herein disclose that when irradiated by visible light, bromine can behave as a polarity-reversal catalyst. Hydroacylation of vinyl arenes, a three-component cascade transformation and deuteration of aldehydes were each achieved in a metal-free manner without initiators by using inexpensive N-bromosuccinimide as the precatalyst. Light is essential to generate and maintain the active bromine radical during the reaction process. Another key to success is that HBr can behave as an effective hydrogen donor to turn over the catalytic cycles.

【 授权许可】

Unknown