Rational development of catalytic Au(I)/Au(III) arylation involving mild oxidative addition of aryl halides - Archive ouverte HAL
Article Dans Une Revue Nature Communications Année : 2017

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

Résumé

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 functional theory calculations. © 2017 The Author(s).

Dates et versions

hal-01613221 , version 1 (09-10-2017)

Identifiants

Citer

A. Zeineddine, L. Estévez, Sonia Mallet-Ladeira, Karinne Miqueu, A. Amgoune, et al.. Rational development of catalytic Au(I)/Au(III) arylation involving mild oxidative addition of aryl halides. Nature Communications, 2017, 8 (1), ⟨10.1038/s41467-017-00672-8⟩. ⟨hal-01613221⟩
97 Consultations
0 Téléchargements

Altmetric

Partager

More