化学
催化作用
偶联反应
联轴节(管道)
组合化学
有机化学
冶金
材料科学
作者
Prafulla Bera,Tanmayee Nanda,Nivrutti B. Barhate,Manoj V. Mane,Nitin T. Patil
标识
DOI:10.1021/acs.orglett.5c01321
摘要
Herein, we report the gold-catalyzed deallylative C-S cross-coupling reaction through ligand-enabled Au(I)/Au(III) redox catalysis. One of the major challenges in gold-catalyzed C-S cross-coupling reactions is to prevent catalyst deactivation caused by the formation of a strong gold-sulfur bond. We discovered that the use of allyl phenyl sulfide as a sulfur surrogate facilitates a dynamic equilibrium between cationic Au(I) and Au(I)-sulfide complexes, overcoming the gold quenching problem. A detailed mechanistic investigation, including 31P NMR studies, mass analysis, and stoichiometric experiments, provided valuable insights into the reaction mechanism, which is further supported by computational studies.
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