Hammett MSP and Taft DSP analysis of substituent effects on Mulliken charges of 1‐(arylmethylene)‐1H‐cyclopropanaphthalene

Abstract

AbstractDensity functional theory (DFT) method is used to investigate the effects of a variety of substituents (N(CH3)2, OCH3, CH3,Br, H, F, CN, and NO2) on Mulliken charge (QM) for C‐α and C‐β of 1‐(Arylmethylene)‐1H‐cyclopropanaphthalene using Hammett's mono substituent parameter (MSP) and Taft's dual substituent parameter (DSP) models. The Hammett's model approach gave statistically more significant results than the Taft's model for both carbons atoms. For the C‐α atom a reverse substituent effect was observed and attributed to localized π‐polarization. On the other hand, the MSP and DSP for the C‐β atom showed normal substituent effect. The λ value at the C‐α, explain that the resonance effects more contribution than inductive effects. © 2007 Wiley Periodicals, Inc. Int J Quantum Chem, 2007