Highly efficient oxygen transfer from tert-butyl hydroperoxide to benzylic carbons catalyzed by chromium(VI) oxide under high substrate/ hydroperoxide ratios
{"title":"Highly efficient oxygen transfer from tert-butyl hydroperoxide to benzylic carbons catalyzed by chromium(VI) oxide under high substrate/ hydroperoxide ratios","authors":"Jacques Muzart, Abdelaziz N'Ait Ajjou","doi":"10.1016/0304-5102(94)00082-4","DOIUrl":null,"url":null,"abstract":"<div><p>Chromium(VI) oxide induces a quasi-quantitative transfer of one oxygen atom from <em>t</em>-BuOOH to a benzylic methylene group when a high ratio of substrate/hydroperoxide is employed, the corresponding carbonyl compound being the major oxidation compound. Hydroxylation and <em>tert</em>-butyl-peroxidation are the main reactions observed for a tertiary benzylic carbon. The interference of free benzylic radicals under these conditions is a minor reactive pathway.</p></div>","PeriodicalId":16567,"journal":{"name":"分子催化","volume":"92 3","pages":"Pages 277-283"},"PeriodicalIF":0.0000,"publicationDate":"1994-09-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1016/0304-5102(94)00082-4","citationCount":"12","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"分子催化","FirstCategoryId":"1089","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/0304510294000824","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"Chemical Engineering","Score":null,"Total":0}
引用次数: 12
Abstract
Chromium(VI) oxide induces a quasi-quantitative transfer of one oxygen atom from t-BuOOH to a benzylic methylene group when a high ratio of substrate/hydroperoxide is employed, the corresponding carbonyl compound being the major oxidation compound. Hydroxylation and tert-butyl-peroxidation are the main reactions observed for a tertiary benzylic carbon. The interference of free benzylic radicals under these conditions is a minor reactive pathway.