Saturday, November 10, 2007

The solvent makes the difference

The solvent surrounding the chiral molecule creates a chiral shell (Chiral Imprint). The chiroptical properties can originate 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.

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