Rational development of catalytic Au(I)/Au(III) arylation involving mild oxidative addition of aryl halides.

ABSTRACT: The reluctance of gold to achieve oxidative addition reaction is considered as an intrinsic limitation for the development of gold-catalyzed cross-coupling reactions with simple and ubiquitous aryl halide electrophiles. Here, we report the rational construction of a Au(I)/Au(III) catalytic cycle involving a sequence of Csp²-X oxidative addition, Csp²-H auration and reductive elimination, allowing a gold-catalyzed direct arylation of arenes with aryl halides. Key to this discovery is the use of Me-Dalphos, a simple ancillary (P,N) ligand, that allows the bottleneck oxidative addition of aryl iodides and bromides to readily proceed under mild conditions. The hemilabile character of the amino group plays a crucial role in this transformation, as substantiated by density

SUBMITTER: Zeineddine A 

PROVIDER: S-EPMC5603523 | biostudies-literature | 2017 Sep

REPOSITORIES: biostudies-literature