Hydrogermylation of Alkenes via Organophotoredox-Initiated HAT Catalysis
Adele E. Queen, Aymane Selmani, Franziska Schoenebeck
Abstract
This Letter discloses the straightforward hydrogermylation of olefins under visible-light organophotoredox-initiated HAT catalysis conditions to yield primary and secondary alkyl germanes at room temperature. The protocol is operationally simple, metal-free, and tolerant of various functional groups. The synthesized alkyl germanes proved to be highly robust toward acidic, basic, or oxidizing conditions and chemical transformations of Csp2–GeEt3 or Csp2–BPin functionalities in their presence.
Topics & Concepts
ChemistryOxidizing agentAlkylCatalysisYield (engineering)Combinatorial chemistryMetalOrganic chemistryMaterials scienceMetallurgyRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsOxidative Organic Chemistry Reactions