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Ab initio and DFT study of the aromaticity of some Fulvalenes derived from Methylidenecyclopropabenzene

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Abstract

Methylidencyclopropabenzene (MCPB) 1 and Fulvalenes 2–4 are molecules of special interest due to the relation between structure and aromaticity. The aim of this work was to analyze this relation and to quantify the aromaticity in 1–4 using different methods. Magnetic properties are directly related with aromaticity; here we studied the magnetic susceptibility and the anisotropy of the magnetic susceptibility. Nucleus indepedent chemical shift (NICS) and the anisotropy of the induced current density (ACID) were also employed. Tools of very different nature, geometric indexes HOMA and Bird, were determinated too for 1–4. All of these measures were found to be in agreement.

Both spatial NICS and ACID plot allow to show the aromaticity/antiaromaticity of a ring

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Acknowledgements

The authors express their deep gratitude to Dr. Herges for the ACID program, to Sonia Montes Romanillos for her kind help, and to the Centro de Supercomputación de Galicia (CESGA) for the use of their computers.

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Authors and Affiliations

  1. Departamento de Química Física, Facultade de Química, Universidade de Santiago de Compostela, Avda. das Ciencias s/n., 15782, Santiago de Compostela, Spain

    M. Merced Montero-Campillo & Jesús Rodríguez-Otero

  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, Spain

    E. M. Cabaleiro-Lago

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  1. M. Merced Montero-Campillo
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  2. Jesús Rodríguez-Otero
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  3. E. M. Cabaleiro-Lago
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Correspondence to Jesús Rodríguez-Otero.

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Montero-Campillo, M.M., Rodríguez-Otero, J. & Cabaleiro-Lago, E.M. Ab initio and DFT study of the aromaticity of some Fulvalenes derived from Methylidenecyclopropabenzene. J Mol Model 13, 919–926 (2007). https://doi.org/10.1007/s00894-007-0211-x

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  • DOI: https://doi.org/10.1007/s00894-007-0211-x

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