Vibrational Circular Dichroism of Phenylcarbinols. A Configurational Correlation

Article abstract of DOI:10.1021/ja00261a016

The vibrational circular dichroism (VCD) spectra of enantiomers of phenylcarbaniols were studied in the 1600-800 cm^-1 region.In these molecules, the PhC(OH)H group is a common structural feature, and the chirality of this probe group correlates with the sign of a VCD band at about 1200 cm^-1.Viewing the probe group with the fourth ligand behind it, a clockwise arrangement of the probe group substituents (with the usual sequence rule priority, OH > Ph > H), designated as a clockwise probe group chirality, results in a negative sign for the VCD band at about 1200 cm^-1.For a counterclockwise probe group chirality, the VCD band is positive.On the basis of infrared and Raman spectral observations with deuterated analogues, this band is assigned to a *C-H deformation mode of the phenylcarbinols.