How the Substituent Effect Influences π-Electron Delocalisation in the Ring of Reactants in the Reaction Defining the Hammett Substituent Constants σm and σp

International Journal of Molecular Sciences

Tadeusz M. Krygowski¹  Beata T. Stępień² 

[1] Department of Chemistry, University of Warsaw, Pasteura 1, 02-093 Warsaw, Poland

关键词: Substituent effect;    π-electron delocalisation;    Hammett substituent constants;    ab initio calculations;   

DOI  :  10.3390/i6010045

来源: mdpi

【 摘 要 】

Application of the geometry (HOMA, EN, GEO) and magnetism based (NICS, NICS(1)) indices of aromaticity to optimised geometry of the ring in 12 meta – and 12 para – substituted benzoic acids and their anions by use of DFT computations at B3LYP/6-311+G(d,p) level has shown a very low substituent effect on the π-electron delocalisation. This resembles (qualitatively) the resistance of benzene (and typical aromatic systems) against reactions leading to the change of π-electron delocalisation.

【 授权许可】

Unknown   
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