Ligand-controlled Cobalt-Catalyzed formation of Carbon-Boron bonds: Hydroboration vs C-H/B-H dehydrocoupling

Herein, we describe the functionalization of silylacetylenes with hydroboranes catalyzed by cobalt (pre)-catalysts. The direction of the reaction is determined depending on the type of the substituent at the aromatic ring in triazine PN5P pincer ligands. Thus, our catalytic approach has been successfully applied to obtain both hydroboration and dehydrogenative coupling products. Finally, this versatile protocol implies the use of commercially available pinacolborane as a simultaneous substrate and (pre)catalyst's activator. Moreover, the described procedure leads to an interesting group of compounds with many potential industrial and synthetic applications. (C) 2022 The Author(s). Published by Elsevier Inc.

Automated summary

This study describes the functionalization of silylacetylenes with hydroboranes catalyzed by cobalt (pre)-catalysts. The direction of the reaction is determined by the substituent at the aromatic ring in triazine PN5P pincer ligands. The catalytic approach successfully produces hydroboration and dehydrogenative coupling products. The use of commercially available pinacolborane as a simultaneous substrate and (pre)catalyst's activator makes this protocol versatile. Furthermore, the procedure yields a group of compounds with potential industrial and synthetic applications.