4.8 Article

Cooperative Hydrogen-Bonding Effects in Silanediol Catalysis

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ORGANIC LETTERS
卷 14, 期 1, 页码 186-189

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AMER CHEMICAL SOC
DOI: 10.1021/ol202971m

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  1. University of California, Davis
  2. National Science Foundation [CHE-0847358]
  3. 3M Nontenured faculty
  4. United States Department of Education
  5. UC Davis

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The importance of cooperative hydrogen-bonding effects and SIOH-acidification Is described for silanediol catalysis. NMR binding, X-ray, and computational studies provide support for a unique dimer resulting from silanediol self-recognition. The significance of this cooperative hydrogen-bonding Is demonstrated using novel fluorinated silanediol catalysts for the addition of indoles and N,N-dimethyl-m-anisidine to trans-beta-nitrostyrene.

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