Int. J. Mol. Sci. 2005, 6(1), 45-51; doi:10.3390/i6010045
Article

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

Tadeusz M. Krygowski* email, Beata T. Stępień and Michał K. Cyrański
Department of Chemistry, University of Warsaw, Pasteura 1, 02-093 Warsaw, Poland
* Author to whom correspondence should be addressed.
Received: 29 April 2004 / Accepted: 9 October 2004 / Published: 31 January 2005
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Abstract: 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.
Keywords: Substituent effect; π-electron delocalisation; Hammett substituent constants; ab initio calculations

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MDPI and ACS Style

Krygowski, T.M.; Stępień, B.T.; Cyrański, M.K. How the Substituent Effect Influences π-Electron Delocalisation in the Ring of Reactants in the Reaction Defining the Hammett Substituent Constants σm and σp. Int. J. Mol. Sci. 2005, 6, 45-51.

AMA Style

Krygowski TM, Stępień BT, Cyrański MK. 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. 2005; 6(1):45-51.

Chicago/Turabian Style

Krygowski, Tadeusz M.; Stępień, Beata T.; Cyrański, Michał K. 2005. "How the Substituent Effect Influences π-Electron Delocalisation in the Ring of Reactants in the Reaction Defining the Hammett Substituent Constants σm and σp." Int. J. Mol. Sci. 6, no. 1: 45-51.

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