Yong Liu, Weixin Xiao, Yue Zhang, Lunyu Ou, Zhengyi Yi, Xiaobo Yang and Hua Fu
{"title":"CF3SO2Na-promoted photocatalytic aerobic oxidation of benzyl alcohols to aromatic aldehydes and aromatic esters†","authors":"Yong Liu, Weixin Xiao, Yue Zhang, Lunyu Ou, Zhengyi Yi, Xiaobo Yang and Hua Fu","doi":"10.1039/D5OB00169B","DOIUrl":null,"url":null,"abstract":"<p >Aerobic oxidation of benzyl alcohols to aromatic aldehydes and aromatic esters is an important chemical transformation. Here, sodium trifluoromethanesulfinate was used as the precursor of an organic photocatalyst, and it transformed into pentacoordinate sulfide under an O<small><sub>2</sub></small> atmosphere and light irradiation at room temperature. The <em>in situ</em> formed pentacoordinate sulfide showed excellent photocatalytic efficiency, with photocatalytic aerobic oxidation of benzyl alcohols providing aromatic aldehydes in good yields; photocatalytic aerobic oxidation of benzyl alcohols in other aliphatic alcohols afforded aromatic esters in moderate to good yields. The method avoids the use of precious transition-metal complexes and elaborate organic dyes as photocatalysts.</p>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":" 15","pages":" 3629-3633"},"PeriodicalIF":2.7000,"publicationDate":"2025-03-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic & Biomolecular Chemistry","FirstCategoryId":"92","ListUrlMain":"https://pubs.rsc.org/en/content/articlelanding/2025/ob/d5ob00169b","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
Aerobic oxidation of benzyl alcohols to aromatic aldehydes and aromatic esters is an important chemical transformation. Here, sodium trifluoromethanesulfinate was used as the precursor of an organic photocatalyst, and it transformed into pentacoordinate sulfide under an O2 atmosphere and light irradiation at room temperature. The in situ formed pentacoordinate sulfide showed excellent photocatalytic efficiency, with photocatalytic aerobic oxidation of benzyl alcohols providing aromatic aldehydes in good yields; photocatalytic aerobic oxidation of benzyl alcohols in other aliphatic alcohols afforded aromatic esters in moderate to good yields. The method avoids the use of precious transition-metal complexes and elaborate organic dyes as photocatalysts.
期刊介绍:
Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.