An efficient method for the regioselective 1,2-hydrosilylation of N-heteroarenes is reported utilizing silanes as the hydride donor. The ruthenium complex [RuCl(PPh3)2(η5-(3-phenylindenylidene))], a versatile catalyst is, for the first time, employed in this catalytic reaction. The catalyst displays high catalytic efficiency at low loading and operates under mild conditions. This catalytic approach showcases high compatibility and regioselectivity with quinolines bearing different substituents and related N- heterocyclic compounds. The mechanism of this transformation was probed by performing stoichiometric reactions and examined using DFT calculations.
|Original language||English (US)|
|Journal||European Journal of Organic Chemistry|
|State||Published - Jan 27 2023|
Bibliographical noteKAUST Repository Item: Exported on 2023-01-30
Acknowledgements: We gratefully acknowledge VLAIO (SBO project CO2PERATE). The Special Research Fund (BOF) of Ghent University is also acknowledged (starting and senior grants to SPN)as is the FWO(G0A6823N). XM thanks the CSC for a PhD fellowship. We are grateful to Nikolaos V. Tzouras for helpful discussions and with assistance in manuscript preparation. MVM, LC acknowledge King Abdullah University of Science and Technology (KAUST) for Supercomputing Laboratory for providing computational resources of the supercomputer Shaheen II.
ASJC Scopus subject areas
- Organic Chemistry
- Physical and Theoretical Chemistry