Anti-Markovnikov Hydrogermylation of Alkenes via Lewis Acid Catalysis
Franziska Schoenebeck, Aymane Selmani
Abstract
Abstract The direct hydrogermylation of alkenes under Lewis acid catalysis is reported. The use of borane B(C6F5)3 as a catalyst allows for a mild, metal-free hydrogermylation of alkenes and concomitant reduction of ketones and aldehydes. Regardless of electronic biases, anti-Markovnikov hydrogermylation is observed in high yields. Moreover, the process is scalable and proceeds under mild conditions at room temperature.
Topics & Concepts
Markovnikov's ruleChemistryCatalysisLewis acid catalysisLewis acids and basesBoraneOrganic chemistryAlkeneCombinatorial chemistryRegioselectivityOrganoboron and organosilicon chemistryCatalytic C–H Functionalization MethodsCarbon dioxide utilization in catalysis