- NMR and X-ray studies of hydrogen bonding for amide-containing silanediols
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The synthesis, isolation, and hydrogen-bonding properties of a series of amide-containing silanediols are described, including an enantioenriched silanediol. By incorporation of a 2,4,6-trimethylphenyl (mesityl) group, these functionalized silanediols are isolable by column chromatography and stable in the presence of standard acids (e.g., AcOH) and bases (e.g., NH4OH). NMR spectroscopy and X-ray crystallography provide evidence for the conformational rigidity and binding properties of amido-silanediols based on the parameters (e.g., sterics, hybridization, and ring size of hydrogen bonding) that affect intra- and intermolecular hydrogen bonding. Pyridine binding studies demonstrate that these conformational effects have implications for the existence of single versus multiple modes of hydrogen bonding.
- Wilson, Sean O.,Tran, Ngon T.,Franz, Annaliese K.
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p. 6715 - 6718
(2012/11/14)
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