Ervan Salvi , Roméric Galéa , Camille Van Wesemael , Patrick Wagner , Nicolas Girard , Gaëlle Blond
{"title":"Orthogonal tandem catalysis involving Au(i)-hydroacyloxylation and Rh(i)-hydroformylation reactions†","authors":"Ervan Salvi , Roméric Galéa , Camille Van Wesemael , Patrick Wagner , Nicolas Girard , Gaëlle Blond","doi":"10.1039/d5qo00084j","DOIUrl":null,"url":null,"abstract":"<div><div>We report an orthogonal tandem catalysis (OTC) involving Au(<span>i</span>)-hydroacyloxylation and Rh(<span>i</span>)-hydroformylation highlighting their compatibility when these metals are employed in a reaction of homogeneous catalysis. Moreover, this OTC allows the synthesis of different carbaldehydes. Several derivatizations were performed at the end of the OTC procedure, giving access to two series of alcohol and oxime derivatives. <sup>31</sup>P NMR experiments and kinetic studies carried out on the OTC allowed a detailed understanding of the catalytic cycles involved, highlighting the competitive ligand coordination between the gold and rhodium catalysts.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 9","pages":"Pages 3050-3057"},"PeriodicalIF":0.0000,"publicationDate":"2025-02-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic chemistry frontiers : an international journal of organic chemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2052412925001445","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
Abstract
We report an orthogonal tandem catalysis (OTC) involving Au(i)-hydroacyloxylation and Rh(i)-hydroformylation highlighting their compatibility when these metals are employed in a reaction of homogeneous catalysis. Moreover, this OTC allows the synthesis of different carbaldehydes. Several derivatizations were performed at the end of the OTC procedure, giving access to two series of alcohol and oxime derivatives. 31P NMR experiments and kinetic studies carried out on the OTC allowed a detailed understanding of the catalytic cycles involved, highlighting the competitive ligand coordination between the gold and rhodium catalysts.