4.8 Article

An Isolable NHC-Supported Silanone

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 131, Issue 22, Pages 7562-+

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja9031049

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Funding

  1. Deutsche Forschungsgemeinschaft
  2. Fonds der Chemischen Industrie

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The unique isotable silanone complex 3 has been synthesized and isolated in 94% yield by the remarkably facile oxygenation of the NHC-silylene precursor 2 featuring a Si(II) atom with unusually high nucleophilicity. The latter precursor is easily accessible by reaction of the stable silylene 1 with the corresponding N-heterocyclic carbene (NHC) at -60 degrees C. The remarkably short Si=O distance of 1.541(2) angstrom in 3 suggests the presence of a betaine-like Si=O pi system with balanced electrostatics.

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