Mengqi Liu , Wan-Min Cheng , Zi-Long Li , Hong Jiang , Jimei Ma
{"title":"Photoinduced transition metal-free borylation of aryl halides in an aqueous phase†","authors":"Mengqi Liu , Wan-Min Cheng , Zi-Long Li , Hong Jiang , Jimei Ma","doi":"10.1039/d5gc00495k","DOIUrl":null,"url":null,"abstract":"<div><div>A green photoinduced borylation of aryl halides catalyzed by 1-methylbenzimidazole in an aqueous phase is reported. The reaction proceeds efficiently under transition metal-free conditions at room temperature and is highlighted by operational simplicity, scalability, broad substrate compatibility, and good functional group tolerance, providing a practical and environmentally benign access to aryl boronic esters. Mechanistic experiments show that photoinduced homolytic cleavage of the activated diboron reagent constitutes a key step in this reaction.</div></div>","PeriodicalId":78,"journal":{"name":"Green Chemistry","volume":"27 14","pages":"Pages 3634-3639"},"PeriodicalIF":9.3000,"publicationDate":"2025-01-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Green Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1463926225001785","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
A green photoinduced borylation of aryl halides catalyzed by 1-methylbenzimidazole in an aqueous phase is reported. The reaction proceeds efficiently under transition metal-free conditions at room temperature and is highlighted by operational simplicity, scalability, broad substrate compatibility, and good functional group tolerance, providing a practical and environmentally benign access to aryl boronic esters. Mechanistic experiments show that photoinduced homolytic cleavage of the activated diboron reagent constitutes a key step in this reaction.
期刊介绍:
Green Chemistry is a journal that provides a unique forum for the publication of innovative research on the development of alternative green and sustainable technologies. The scope of Green Chemistry is based on the definition proposed by Anastas and Warner (Green Chemistry: Theory and Practice, P T Anastas and J C Warner, Oxford University Press, Oxford, 1998), which defines green chemistry as the utilisation of a set of principles that reduces or eliminates the use or generation of hazardous substances in the design, manufacture and application of chemical products. Green Chemistry aims to reduce the environmental impact of the chemical enterprise by developing a technology base that is inherently non-toxic to living things and the environment. The journal welcomes submissions on all aspects of research relating to this endeavor and publishes original and significant cutting-edge research that is likely to be of wide general appeal. For a work to be published, it must present a significant advance in green chemistry, including a comparison with existing methods and a demonstration of advantages over those methods.