Rapid, Regioconvergent, Solvent-Free Alkene Hydrosilylation with a Cobalt Catalyst

Alkene hydrosilylation is typically performed with Pt catalysts, but inexpensive base-metal catalysts would be preferred. We report a Co catalyst for anti-Markovnikov alkene hydrosilylation that can be used without added solvent at low temperatures with low loadings, and can be generated in situ fro...

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Veröffentlicht in:Journal of the American Chemical Society 2015-10, Vol.137 (41), p.13244-13247
Hauptverfasser: Chen, Chi, Hecht, Maxwell B, Kavara, Aydin, Brennessel, William W, Mercado, Brandon Q, Weix, Daniel J, Holland, Patrick L
Format: Artikel
Sprache:eng
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Zusammenfassung:Alkene hydrosilylation is typically performed with Pt catalysts, but inexpensive base-metal catalysts would be preferred. We report a Co catalyst for anti-Markovnikov alkene hydrosilylation that can be used without added solvent at low temperatures with low loadings, and can be generated in situ from an air-stable precursor that is simple to synthesize from low-cost, commercially available materials. In addition, a mixture of Co catalysts performs a tandem catalytic alkene isomerization/hydrosilylation reaction that converts multiple isomers of hexene to the same terminal product. This regioconvergent reaction uses isomerization as a benefit rather than a hindrance.
ISSN:0002-7863
1520-5126
DOI:10.1021/jacs.5b08611