Theoretical study of racemization in chiral alkenylidene truxenes

Abstract

DFT based methods have been used to study the racemization process of chiral truxene derivatives. Four minima and the transition state connecting them have been characterized. It has been found that the energetic results for the transition states are correlated for each compound and also among the different systems considered. Thus, a unique equation has been found to fit all the values obtained. Model systems have shown that the calculated barriers are not inherent to the truxene structure. The AIM analysis has shown the presence of a large number of intramolecular closed-shell interactions while electron density and Laplacian at the bond critical points are exponentially correlated with the interatomic distance. Copyright © 2008 John Wiley & Sons, Ltd.