Computational studies in aqueous and chloroform solutions of complex organic solutes: distinctive effects of the solvent on solutes with small chemical differences
Ea. Armelin et al., Computational studies in aqueous and chloroform solutions of complex organic solutes: distinctive effects of the solvent on solutes with small chemical differences, CHEM PHYS, 241(2), 1999, pp. 167-177
The solvation in chloroform and aqueous solutions of three complex organic
molecules have been investigated using self-consistent reaction-field (SCRF
) methods. Solutes contain a phenyl ring with two attached methoxy groups,
differing only in the chemical nature of the two functional groups located
at the end of a flexible aliphatic chain. The study of solutes with only su
ch small difference constitute a challenge for SCRF methods. Calculations i
n solution were performed on a selected number of conformers generated thro
ugh a conformational search. The results provide a picture of the changes i
nduced by the different solvents on the conformational preferences of the s
olutes. Conformations are described using general structural patterns rathe
r than discrete structures due to the flexibility of the methoxy groups and
the aliphatic chain. On the other hand, solute-solvent interactions have b
een analyzed and related with the transfer free energies and the partition
coefficients to chloroform from water. (C) 1999 Elsevier Science B.V. All r
ights reserved.