Co-catalyzed Selective syn-Hydrosilylation of Internal Alkynes

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Stachowiak-Dłużyńska, Hanna ; Kuciński, Krzysztof ; Wyrzykiewicz, Bożena ; Kempe, Rhett ; Hreczycho, Grzegorz:
Co-catalyzed Selective syn-Hydrosilylation of Internal Alkynes.
In: ChemCatChem. Bd. 15 (2023) Heft 14 . - e202300592.
ISSN 1867-3899
DOI der Verlagsversion: https://doi.org/10.1002/cctc.202300592

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Abstract

Abstract Vinylsilanes are highly appealing and convenient chemical derivatives, as evidenced by the increasing number of synthetic transformations utilizing this class of compounds. Herein, a new comprehensive cobalt-catalyzed procedure has been developed enabling selective hydrosilylation of internal aryl-, alkyl-, and silylalkynes. Cobalt complexes bearing triazine-based PNP pincer-type ligands provide exclusive syn-addition of primary as well as secondary silanes to C≡C bonds. As a result, (E)-silylalkenes and vicinal disilylalkenes were effectively obtained with excellent stereoselectivity and regioselectivity. Unlike several TM-catalyzed procedures, no external additives were required since hydrosilanes act as both substrates and activators.