Theoretical Study of Change in Aromaticity of Aromatic Rings upon Complexation with a Cation/Anion

Jesús Rodríguez-Otero; Enrique Cabaleiro-Lago; Angeles Peña-Gallego; M. Montero-Campillo

doi:10.3390/ecsoc-11-01362

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Theoretical Study of Change in Aromaticity of Aromatic Rings upon Complexation with a Cation/Anion

Jesús Rodríguez-Otero

^{*

1},

Enrique M. Cabaleiro-Lago

²,

Angeles Peña-Gallego

¹,

M. Merced Montero-Campillo

¹ Departamento de Química Física, Facultade de Química, Universidade de Santiago de Compostela, Avda. das Ciencias s/n, 15782 Santiago de Compostela, Galicia, Spain
² Departamento de Química Física, Facultade de Ciencias, Universidade de Santiago de Compostela, Campus de Lugo, Avda. Alfonso X El Sabio s/n 27002 Lugo, Galicia, Spain

Published: 30 November 2007 by MDPI in The 11th International Electronic Conference on Synthetic Organic Chemistry session Computational Chemistry

https://doi.org/10.3390/ecsoc-11-01362

Abstract: NICS methodology has been applied to study the change in aromaticity in several aromatic rings (benzene, pyrrol, triazine, hexafluorobenzene) on complexation with several ions (Li+, Na+, K+, F-, Cl-). For this purpose all the isolated and complexed rings have been optimized at the MP2/6-31++G(d,p) level of theory. Using GIAO method to calculate NICS values, the change in aromaticity on complexation was assessed. From the calculated values of NICS(1) and NICS ZZ (1) the only relevant conclusion is that a very small change in aromaticity takes place; however, no trend is observed. Moreover, a large discrepancy between the results from the two aromatic descriptors is found.

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Jesús Rodríguez-Otero

Enrique Cabaleiro-Lago

Angeles Peña-Gallego

M. Montero-Campillo