Nickel-catalyzed stereo-controlled 2,3-hydrosilylation of 1,1-disubstituted allenes

Abstract

Directing regioselectivity and stereoselectivity in allene reactions has long been a significant challenge due to the multiple reactive pathways available. In this study, we report the development of a Ni-catalyzed regio- and stereoselective 2,3-hydrosilylation of 1,1-disubstituted allenes. Stereoselectivity was precisely controlled through the strategic modulation of ligand-induced steric effects and non-covalent interactions. Phenyl dibenzophosphole as the ligand enabled the selective formation of (Z)-allylsilanes, while tricyclohexylphosphine favored the production of (E)-allylsilanes. This work highlights the critical role of ligand-induced steric and non-covalent interactions in dictating regio- and stereoselectivity, offering new insights into Ni(II) catalysis for stereoselective hydrosilylation.

Graphical abstract: Nickel-catalyzed stereo-controlled 2,3-hydrosilylation of 1,1-disubstituted allenes

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Article information

Article type
Edge Article
Submitted
13 Feb 2025
Accepted
22 Mar 2025
First published
24 Mar 2025
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2025, Advance Article

Nickel-catalyzed stereo-controlled 2,3-hydrosilylation of 1,1-disubstituted allenes

J. A. Kim, S. Kim, S. D. Tambe, J. Jang and E. J. Cho, Chem. Sci., 2025, Advance Article , DOI: 10.1039/D5SC01148E

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