METHINE STRETCHING VCD IN HYDROXY ACIDS AND RELATED MOLECULES
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Date
1991
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Ohio State University
Abstract
The methine stretching VCD spectra of a number of hydroxy acids and substituted hydroxy acids have been investigated. Deuterium substitution was used to remove overlapping absorption features when possible. For L-lactide, (S)-methyl-d$_{3}$ lactate, (S)-methyl-d$_{3}$ mandelate, di(methyl-d$_{3}$) L-tartrate, methyl-d$_{3}$ (2S)-methoxy-d$_{3}$-propionate, and (S)-O-acetylmandelic acid in nonaqueous solution, anisotropy ratios equal to $\sim +2.5$X$10^{-4}$ were measured. Salts of hydroxy acids in aqueous solution exhibited similar large anisotropy ratios. In dimethyl-d$_{6}$-2,3-O-benzylidine-C-d$_{1}$-L-tartrate and (S)-methyl 2-chloropropionate, the methine stretching VCD intensity is quite small. The factors leading to a large methine VCD anisotropy ratio will be assessed.""
Description
Author Institution: Department of Chemistry, Syracuse University