Chiral discrimination in the hydrogen bonding complexes of the R-OOH (R=H and CH3) dimer

摘要

The discrimination of different chiral forms of ROOH (R= H, CH3) dimer have been investigated using DFT and MP2 methods at varied basis set levels from 6-31+g(d,p) to 6-31++g(2d,2p). The optimized geometric parameters, interaction energies and chirodiastatic energies for various isomers at different levels are estimated. To take into account water solvation effect, the polarized continuum model (PCM) method has been used to evaluate the DeltaG(solv). The gas phase results show that the heterochiral six-membered ring dimer and homochiral five-membered ring dimer are the most stable ones for the two pair of chiral enantiomers. In polar solvent, the relative stability is reversed. (C) 2004 Elsevier B.V. All rights reserved.