Institute of Chemical Sciences, Heriot-Watt University, Edinburgh, EH14 4AS, United Kingdom.
J Org Chem. 2012 Sep 7;77(17):7633-9. doi: 10.1021/jo300930c. Epub 2012 Aug 13.
Gold(I)-catalyzed reactions of thiols, thiophenols, and thioacids with 3,3-disubstituted cyclopropenes occur in a regioselective and chemoselective manner to produce either vinyl thioethers or primary allylic thioesters in good yields. A survey of commonly used gold(I) catalysts shows Echavarren's cationic gold(I) catalyst to be most tolerant of deactivation by sulfur. A novel digold with bridging thiolate complex is characterized by X-ray crystallography, shedding light on a possible deactivation pathway.
金（I）催化的硫醇、硫酚和硫代羧酸与 3,3-二取代环丙烯的反应以区域选择性和化学选择性方式发生，以高产率生成乙烯基硫醚或一级烯丙基硫酯。对常用的金（I）催化剂的调查表明，Echavarren 的阳离子金（I）催化剂对硫的失活最具耐受性。通过 X 射线晶体学对具有桥连硫代酸盐配体的新型双金配合物进行了表征，揭示了一种可能的失活途径。
