Issue 7, 1991

Combined X-ray crystallographic and infrared and Raman spectroscopic study of hydrogen bonding patterns in keto acid phosphoranes

Abstract

The X-ray crystal structures of 3,3-dimethyl-6-ethoxycarbonyl-5-oxo-6-(triphenylphosphoranyli-dene)hexanoic acid 3 and 7-ethoxycarbonyl-6-oxo-7-(triphenylphosphoranlylidene)heptanoic acid 4 revealed acid-to-ketone intramolecular and catemeric hydrogen bonding, respectively. Inter-molecular hydrogen bonding for the related 1, 2 and 7 and intramolecular hydrogen bonding for 5 are consistent with the length and substitution of acid to ketone carbon chain. Raman and infrared spectroscopy have also been used to differentiate the centrosymmetric and vibrationally coupled acid to acid dimeric hydrogen bonding of the keto acid phosphorane 1 from the alternative modes of acid to ketone hydrogen bonding found in 25 and 7.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1991, 1077-1083

Combined X-ray crystallographic and infrared and Raman spectroscopic study of hydrogen bonding patterns in keto acid phosphoranes

A. D. Abell, J. O. Trent and K. B. Morris, J. Chem. Soc., Perkin Trans. 2, 1991, 1077 DOI: 10.1039/P29910001077

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