Litcius/Paper detail

Aliphatic Hydrosilanes via Nickel-Catalyzed Reductive Csp<sup>3</sup>–Si Coupling of Primary Alkyl Bromides and Chlorohydrosilanes

Xiao‐Xue Wei, Zhenzhen Zhao, Xiaobo Pang, Xing‐Zhong Shu

2024Organic Letters16 citationsDOI

Abstract

The reductive C–Si coupling of chlorosilanes offers efficient access to organosilanes, but its potential for constructing aliphatic ones remains largely unexplored. This manuscript presents a nickel-catalyzed Csp 3 –Si coupling reaction of unactivated alkyl–Br and R 2 Si(H)Cl. This work establishes a new approach for synthesizing highly functionalized aliphatic hydrosilanes from readily available chemical feedstocks. The reaction is easily scalable and can accommodate various functional groups, including carboxylic acids, which are usually incompatible with basic conditions.

Topics & Concepts

ChemistryNickelCatalysisAlkylCoupling (piping)Primary (astronomy)Reductive eliminationMedicinal chemistryCombinatorial chemistryPolymer chemistryOrganic chemistryPhysicsMechanical engineeringAstronomyEngineeringCatalytic Cross-Coupling ReactionsOrganoboron and organosilicon chemistryCatalytic C–H Functionalization Methods
Aliphatic Hydrosilanes via Nickel-Catalyzed Reductive Csp<sup>3</sup>–Si Coupling of Primary Alkyl Bromides and Chlorohydrosilanes | Litcius