Saturday, November 10, 2007
The solvent makes the difference
The solvent surrounding the chiral molecule create a chiral shell (Chiral Imprint). The chirooptical properties can orginate mainly from the chiral solvent shell rather than from the chiral solute. For example, (S)-methyloxirane has a positive optical rotation in water, but has a relatively strong negative value in benzene (P. Mukhopadhyay et al Angew Chem Int Ed 2007, 46, 6450-6452). Computational experiments by J Neugebauer Angew Chem Int Ed 2007, 46, 7738-7740 shows the presence of the solute imprints a chiral structure on the inner solvation shell.