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Transition-Metal-Free, Formal C–H Germylation of Arenes and Styrenes via Dibenzothiophenium Salts

Aymane Selmani, Franziska Schoenebeck

2021Organic Letters59 citationsDOI

Abstract

We report an operationally simple, selective, and transition-metal-free germylation of arenes and styrenes at room temperature, using a robust and bench-stable Ge source (R3Ge-SiR3) and dibenzothiophenium salts as enabling intermediates. The first direct engagement in cross-coupling of the newly made E-alkenyl germanes is also presented, allowing the chemoselective arylation under air-tolerant nanoparticle catalysis.

Topics & Concepts

ChemistryCatalysisTransition metalCombinatorial chemistryMetalCoupling (piping)Organic chemistryPolymer chemistryEngineeringMechanical engineeringCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsOrganoboron and organosilicon chemistry
Transition-Metal-Free, Formal C–H Germylation of Arenes and Styrenes via Dibenzothiophenium Salts | Litcius