Long distance chiral transfer in a gel: Experimental and ab initio analyses of vibrational circular dichroism spectra of R- and S-12-hydroxyoctadecanoic acid gels

Sato H; Hori K; Sakurai T; Yamagishi A

Chemical Physics Letters, Vol.467, No.1-3, 140-143, 2008

DOI10.1016/j.cplett.2008.11.024 Export Citation

Long distance chiral transfer in a gel: Experimental and ab initio analyses of vibrational circular dichroism spectra of R- and S-12-hydroxyoctadecanoic acid gels

Sato H, Hori K, Sakurai T, Yamagishi A

Vibrational circular dichroism (VCD) spectra were recorded on a benzene-d(6) gel sample of R- or S-12-hydroxyoctadecanoic acid (denoted by R- or S-12-HOA, respectively). The observed peaks were well reproduced by the theoretical calculation carried out for the optimized conformation of a 12-HOA molecule. The strong bisignate peaks assigned to the stretching vibrations of C=O bond in a carboxylic group were rationalized in terms of the model that two 12-HOA molecules formed a dimer through hydrogen bonding in a bent conformation. (C) 2008 Elsevier B.V. All rights reserved.