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Hammett MSP and Taft DSP analysis of substituent effects on Mulliken charges of 1‐(arylmethylene)‐1 H ‐cyclopropanaphthalene
Author(s) -
Hashem Essa Ali
Publication year - 2007
Publication title -
international journal of quantum chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.484
H-Index - 105
eISSN - 1097-461X
pISSN - 0020-7608
DOI - 10.1002/qua.21293
Subject(s) - substituent , chemistry , mulliken population analysis , inductive effect , hammett equation , atom (system on chip) , computational chemistry , density functional theory , stereochemistry , organic chemistry , reaction rate constant , physics , quantum mechanics , kinetics , computer science , embedded system
Density functional theory (DFT) method is used to investigate the effects of a variety of substituents (N(CH 3 ) 2, OCH 3, CH 3 ,Br, H, F, CN, and NO 2 ) on Mulliken charge ( Q M ) for C‐α and C‐β of 1‐(Arylmethylene)‐1 H ‐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