Orthogonal Olefination with Organogermanes
Amit Dahiya, Markus D. Schoetz, Franziska Schoenebeck
Abstract
Abstract Reported herein is a fully orthogonal olefination, which involves the site‐ and E‐selective coupling of aryl germanes with alkenes, tolerating otherwise widely employed coupling handles such as aromatic (pseudo)halogens (C−I, C−Br, C−Cl, C−F, C−OTf, C−OSO 2 F), silanes and boronic acid derivatives as well as alternative functionalities. This unprecedented [Ge]‐based oxidative Heck coupling proceeds at room temperature with high speed (10 min to 2 hours) and operational simplicity owing to its base‐free and air‐tolerant features.
Topics & Concepts
SilanesArylHalogenBoronic acidChemistrySuzuki reactionCombinatorial chemistryCoupling (piping)Oxidative coupling of methaneHeck reactionOrganic chemistryMaterials scienceCatalysisAlkylSilaneMetallurgyCatalytic Cross-Coupling ReactionsOrganoboron and organosilicon chemistryCatalytic C–H Functionalization Methods