NMR and X-ray Studies of Hydrogen Bonding for Amide-Containing Silanediols

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• 作者：Sean O. Wilson ; Ngon T. Tran ; Annaliese K. Franz
• 刊名：Organometallics
• 出版年：2012
• 出版时间：October 8, 2012
• 年：2012
• 卷：31
• 期：19
• 页码：6715-6718
• 全文大小：269K
• 年卷期：v.31,no.19(October 8, 2012)
• ISSN：1520-6041

文摘

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.