Correlation analysis of the substituent electronic effects on the Mulliken charge. Resonance and field effects of substituents at para-substituted styrenyl fullerene

Mulliken charges are reported for series of para-substituted styrenyl fullerene by using dual substituent parameter (Reynolds's model). The Mulliken charges (Q(M)) are calculated by performing density functional theory (B3LYP/3-21G*). Effects of the substituents on the different carbon atoms were also studied in detail. It was found that rho(F) and rho(R) being negative for C-alpha which is indicating a reverse field and resonance effects, respectively. While normal substituent effect apparent at C-beta. The results suggest that there are two types of electronic factors namely localized and extended pi-polarization responsible for these effects. (C) 2009 Elsevier B.V. All rights reserved.