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Paradise Lost—π-Electron Conjugation in Homologs and Derivatives of Perylene

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Applications of Topological Methods in Molecular Chemistry

Part of the book series: Challenges and Advances in Computational Chemistry and Physics ((COCH,volume 22))

Abstract

Various Kekulé–structure–based models, aimed at describing π-electron conjugation in polycyclic aromatic compounds are briefly described. Our main concern are benzenoid hydrocarbons, π-electron systems in which the Kekulé–structure–based approaches are expected to yield the best results. Although there are numerous examples in which reasonings based on Kekulé structures render correct results, there exist cases in which significant violations are encountered. Perylene, its homologs, and derivatives are characteristic representatives of such “anomalous” conjugated systems. Violations from the predictions of the Kekulé–structure–based models are verified by means of a variety of Kekulé–structure–independent theoretical methods.

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Authors and Affiliations

  1. Faculty of Science, University of Kragujevac, Kragujevac, Serbia

    Ivan Gutman & Slavko Radenković

  2. State University of Novi Pazar, Novi Pazar, Serbia

    Ivan Gutman

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  1. Ivan Gutman
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  2. Slavko Radenković
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Correspondence to Ivan Gutman .

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Editors and Affiliations

  1. LCC-CNRS, Toulouse, France

    Remi Chauvin

  2. LCC-CNRS, Toulouse, France

    Christine Lepetit

  3. Théorique, UMR 761, Laboratoire de Chimie, Paris, France

    Bernard Silvi

  4. CNRS/UPM, MONARIS UMR 8233 (LADIR + LM2N), Paris, France

    Esmail Alikhani

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Gutman, I., Radenković, S. (2016). Paradise Lost—π-Electron Conjugation in Homologs and Derivatives of Perylene. In: Chauvin, R., Lepetit, C., Silvi, B., Alikhani, E. (eds) Applications of Topological Methods in Molecular Chemistry. Challenges and Advances in Computational Chemistry and Physics, vol 22. Springer, Cham. https://doi.org/10.1007/978-3-319-29022-5_11

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