4.7 Article

Preferential α-Hydrosilylation of Terminal Alkynes by Bis-N-Heterocyclic Carbene Rhodium(III) Catalysts

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 357, Issue 2-3, Pages 350-354

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201400673

Keywords

carbene; hydrosilylation; NHC; rhodium; vinylsilanes

Funding

  1. Spanish Ministry of Economy and Competitiveness (MINECO/FEDER) [CSD2009-0050, CTQ2011-27593]
  2. King Fahd University of Petroleum & Minerals-University of Zaragoza
  3. Center of Research Excellence in Petroleum Refining & Petrochemicals at King Fahd University of Petroleum Minerals
  4. [DGA/FSE-E07]

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We describe a bis-N-heterocyclic carbene rhodium(III) complex, featuring two trifluoroacetato ligands, that affords a variety of alpha-vinylsilanes in good yields by hydrosilylation of terminal alkynes. Selectivities around 7: 1 alpha/beta-(E) were reached, while the beta-(Z) product was only marginally obtained. This example sharply contrasts with the beta-(Z)-selectivity observed for its parent diiodido complex

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