Nickel-catalyzed stereo-controlled 2,3-hydrosilylation of 1,1-disubstituted allenes
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 (<i>Z</i>)-allylsilanes, while tricyclohexylphosphine favored the production of (<i>E</i>)-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.
Authors
- Eun Jin Cho (ORCID: https://orcid.org/0000-0002-6607-1851)
- Shrikant D. Tambe
- Ji‐Hoon Jang (ORCID: https://orcid.org/0000-0002-1726-1704)
- Seoyeon Kim (ORCID: https://orcid.org/0000-0003-2132-5245)
- Jin A Kim
Institutions
- Chung-Ang University (KR)
Publication Details
- Journal
- Chemical Science
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d5sc01148e
- Citations
- 5
- Primary Topic
- Asymmetric Hydrogenation and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 2.69
Funders
- National Research Foundation
- National Research Foundation of Korea