Using Molecular Modeling To Understand Some of the More Subtle Aspects of Aromaticity and Antiaromaticity

• Vernon G. S. Box ^[1]
  1. [1] City University of New York

     City University of New York

     Estados Unidos

     
• Localización: Journal of chemical education, ISSN 0021-9584, Vol. 88, Nº 7, 2011, págs. 898-906
• Idioma: inglés
• Texto completo no disponible (Saber más ...)
• Resumen

  • π-Εlectron delocalization exerts one of the most significant structure or energy influences in organic chemistry. Apart from determining the shapes of alkenes and alkynes, the planarity of aromatic molecules is a hallmark of π-electron delocalization. Huckel’s rules for aromaticity are easily applied in the teaching of undergraduates, but occasionally, some interesting discussions arise when questions are asked about some potentially aromatic nonbenzenoid molecules and antiaromaticity. Molecular modeling, using the X-ray crystallographic coordinate data for a representative sample of these interesting molecules, will lead to a greater understanding of just how these π-systems achieve stability.