Otley Kate D, Ellman Jonathan A
Department of Chemistry, Yale University , 225 Prospect Street, New Haven, Connecticut 06520-8107, United States.
Org Lett. 2015 Mar 6;17(5):1332-5. doi: 10.1021/acs.orglett.5b00340. Epub 2015 Feb 25.
The development of a method for the Rh(III)-catalyzed direct vinylation of an aromatic C-H bond to give functionalized styrenes in good yield, using vinyl acetate as a convenient and inexpensive vinyl source, is reported. High functional group tolerance is demonstrated for electronically distinct arenes as well as different directing groups. Mechanistic investigation resulted in the characterization of a novel rhodium-metallacycle, which represents the first X-ray structure of a [1,2]-Rh(III)-alkenyl addition adduct.
报道了一种铑(III)催化芳族C-H键直接乙烯基化反应的方法,该方法使用乙酸乙烯酯作为便捷且廉价的乙烯基源,能够以良好的产率得到官能化的苯乙烯。该方法对电子性质不同的芳烃以及不同的导向基团均表现出较高的官能团耐受性。机理研究确定了一种新型铑金属环的结构,这是首个[1,2]-铑(III)-烯基加成加合物的X射线结构。