Molecular Crystals and Liquid Crystals Science and Technology. Section A. Molecular Crystals and Liquid Crystals, Vol.268, 107-119, 1995
Reversals in Bulk Chirality in a Chiral Nematic Amphiphilic Liquid-Crystal Associated with Acylated Proline and Thiaproline
Chiral detergents derived from the acylation of naturally occuring amino acids have been synthesised. These detergents have been used as chiral dopants with the achiral host potassium laurate (KDD). A correspondence has been found between the molecular stereochemistry in the micelle surface and the resulting bulk chirality. The chiral dopants potassium hexadecanoyl-L-proline (L-KHDP) and potassium hexadecanoyl-L-thiaproline (L-KHDTP) with the host achiral KDD were found to cause inversions in the sense of the twist, abnormal to the general case. These inversions in sense of twist were interpreted as originating from the compensation averaging of the cis-trans molecular conformations, derived from the rotation of the consituents about the C-N peptide bond. NMR evidence is presented to support this assertion.