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DFT‐Aided Vibrational Circular Dichroism Spectroscopy Study of (−)‐ S ‐cotinine
Author(s) -
Rodríguez Ortega Pilar G.,
Montejo Manuel,
Márquez Fernando,
López González Juan J.
Publication year - 2015
Publication title -
chemphyschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.016
H-Index - 140
eISSN - 1439-7641
pISSN - 1439-4235
DOI - 10.1002/cphc.201500018
Subject(s) - vibrational circular dichroism , circular dichroism , spectroscopy , chemistry , photochemistry , crystallography , materials science , analytical chemistry (journal) , physics , organic chemistry , quantum mechanics
The implementation of a strategy comprising the use of vibrational circular dichroism spectroscopy and DFT calculations allows determination of the solution‐state conformational distribution in (−)‐ S ‐cotinine, giving further proof of the extra conformer‐discriminating potential of this experimental technique, which may offer unique molecular fingerprints of subtly dissimilar molecular conformers of chiral samples. Natural bond orbital electronic structure calculations of the rotational barrier height between the two main conformers of the species indicate that hyperconjugative effects are the key force governing the conformational equilibrium. The negligible effect of the solvent’s polarity over both structure and conformational energy profile supports this result.