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

  • Kim, Jin A; 
  • Kim, Seoyeon; 
  • Tambe, Shrikant D.; 
  • Jang, Jihoon; 
  • Cho, Eun Jin
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초록

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. © 2025 The Royal Society of Chemistry.

키워드

REGIOSELECTIVE HYDROSILYLATION; BRANCHED ALLYLSILANES; REGIODIVERGENT; LIGANDS; ACCESS
제목
Nickel-catalyzed stereo-controlled 2,3-hydrosilylation of 1,1-disubstituted allenes
저자
Kim, Jin A; Kim, Seoyeon; Tambe, Shrikant D.; Jang, Jihoon; Cho, Eun Jin
DOI
10.1039/d5sc01148e
발행일
2025-03
유형
Article; Early Access
저널명
Chemical Science