Yi-Fan Zhang, Shan Zhu, Ya-Wen Zuo, Hang Liu, Ruo-Xing Jin, Xi-Sheng Wang
{"title":"Visible light-induced photocatalytic deoxyfluorination of benzyl alcohol using SF6 as a fluorinating reagent","authors":"Yi-Fan Zhang, Shan Zhu, Ya-Wen Zuo, Hang Liu, Ruo-Xing Jin, Xi-Sheng Wang","doi":"10.1039/d4gc03324h","DOIUrl":null,"url":null,"abstract":"As fluorine atoms significantly strengthen the metabolic stability and bioavailability of organic molecules, benzyl fluoride is found as an essential skeleton in pharmaceuticals or biologically active molecules. Here, we employ sulfur hexafluoride (SF<small><sub>6</sub></small>) as an efficient fluorinating reagent, achieving nucleophilic fluorination of widely available benzyl alcohols under visible LED light irradiation with a low dosage of photocatalyst 4CzIPN. The reaction is compatible with several substrate backbones and is not air- or moisture-sensitive, realizing the degradation and utilization of SF<small><sub>6</sub></small>, a potent greenhouse gas resource.","PeriodicalId":78,"journal":{"name":"Green Chemistry","volume":null,"pages":null},"PeriodicalIF":9.3000,"publicationDate":"2024-09-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Green Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d4gc03324h","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
As fluorine atoms significantly strengthen the metabolic stability and bioavailability of organic molecules, benzyl fluoride is found as an essential skeleton in pharmaceuticals or biologically active molecules. Here, we employ sulfur hexafluoride (SF6) as an efficient fluorinating reagent, achieving nucleophilic fluorination of widely available benzyl alcohols under visible LED light irradiation with a low dosage of photocatalyst 4CzIPN. The reaction is compatible with several substrate backbones and is not air- or moisture-sensitive, realizing the degradation and utilization of SF6, a potent greenhouse gas resource.
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.