A vibrational raman optical activity study of 1, 1′ -binaphthyl derivatives

The Raman polarized and vibrational Raman optical activity (VROA) backward spectra are simulated for a series of 2,2'-substituted 1,1'-binaphthyl compounds presenting a variety of torsion angles between the two naphthalene rings. The substitution prevents free rotation along this torsion angle and the chirality of these compounds is thus called atropisomerism. However, the rotation is not completely frozen so that two different conformations, namely cisoid and transoid, are found and their Raman and VROA signatures are studied. As expected, the Raman spectra are not very sensitive whereas the VROA spectra present more complex patterns, which evolve as a function of the torsion angle between the two naphthalene groups. In particular, our analysis shows that some modes can be used as a probe for the determination of the torsion angle of these molecules in solution. The contributions of both invariants to the VROA backward intensity are also assessed.