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Paradigms and paradoxes: the aromaticity of 6:6 fused carbocycles and heterocycles as an extension of a study of indane and indene derivatives

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Abstract

Aromaticity is of continuing interest to the organic chemical community. We recently presented a model for the aromaticity of carbocyclic and heterocyclic derivatives of indane and indene, i.e. species defined as benzenes fused to 5-membered rings. The current note extends this model to related derivatives of tetralin and naphthalene, benzenes fused to 6-membered rings. Explicit species discussed herein are: benzopyran, both α- and β-tetralone, coumarin and quinoline.

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Authors and Affiliations

  1. Centro de Geologia da Universidade do Porto, Faculdade de Ciências, Universidade do Porto, Rua do Campo Alegre, s/n, 4169-007, Porto, Portugal

    Margarida S. Miranda

  2. Centro de Investigação em Química, Departamento de Química e Bioquímica, Faculdade de Ciências, Universidade do Porto, Rua do Campo Alegre, s/n, 4169-007, Porto, Portugal

    M. Agostinha R. Matos & Victor M. F. Morais

  3. Instituto de Ciências Biomédicas Abel Salazar, ICBAS, Universidade do Porto, 4099-003, Porto, Portugal

    Victor M. F. Morais

  4. Department of Chemistry and Biochemistry, University of Maryland, Baltimore County, Baltimore, MD, 21250, USA

    Joel F. Liebman

Authors
  1. Margarida S. Miranda
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  2. M. Agostinha R. Matos
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  3. Victor M. F. Morais
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  4. Joel F. Liebman
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Corresponding author

Correspondence to Joel F. Liebman.

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Miranda, M.S., Matos, M.A.R., Morais, V.M.F. et al. Paradigms and paradoxes: the aromaticity of 6:6 fused carbocycles and heterocycles as an extension of a study of indane and indene derivatives. Struct Chem 22, 1221–1224 (2011). https://doi.org/10.1007/s11224-011-9812-1

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  • DOI: https://doi.org/10.1007/s11224-011-9812-1

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