Nickel-catalyzed stereospecific reductive cross-coupling of vinyl chlorosilanes with axially chiral biaryl electrophiles

Abstract

Enantioenriched organosilanes are important chiral molecules in materials science and organic synthesis. The synthesis of axially chiral organosilanes is particularly significant in terms of applications. Herein, we report a Ni-catalyzed reductive cross-electrophile coupling of vinyl chlorosilanes with sterically hindered chiral biaryl electrophiles for the synthesis of atropisomeric biaryl organosilanes. Various enantioenriched axially chiral vinylsilanes are accessible in high efficiency under mild conditions. The synthetic transformations and applications of new chiral silicon-containing alkene ligands are demonstrated.