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Vibrational circular dichroism in the CH stretching region of (+)-3(R)-methylcyclohexanone and chiral deuteriated isotopomers

Journal Article · · J. Am. Chem. Soc.; (United States)
DOI:https://doi.org/10.1021/ja00211a005· OSTI ID:5353218

The CH stretching Raman, FTIR, and vibrational circular dichroism (VCD) spectra of 3(R)-methylcyclohexanone and its chiral 2,2,6,6-d/sub 4/, 4,4-d/sub 2/, 5,5-d/sub 2/ and methyl-d/sub 3/ isotopomers, and the Raman and FTIR spectra of racemic 3-methylcyclohexanone-3-d/sub 1/ are presented and analyzed. Fourier self-deconvolution has been applied to the FTIR spectra to artificially enhance the resolution in order to determine individual band frequencies. Band assignments have been obtained on the basis of the spectra changes occurring due to selective deuteriation and from an analysis of the strong Fermi resonance interactions. The VCD spectral features of the five chiral isotopomers can all be understood in terms of the coupling of pairs of chirally oriented CH oscillators on adjacent carbon atoms and the removal of the degeneracy in the methyl modes.

Research Organization:
Syracuse Univ., NY (USA)
OSTI ID:
5353218
Journal Information:
J. Am. Chem. Soc.; (United States), Journal Name: J. Am. Chem. Soc.; (United States) Vol. 110:3; ISSN JACSA
Country of Publication:
United States
Language:
English