A theoretical NMR study of the structure of benzynes and some of their carbocyclic and heterocyclic analogs

Goar Sánchez-Sanz*, Ibon Alkorta, Cristina Trujillo, José Elguero

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

This work reports the theoretical study of the aromaticity of a series of carbocycles (benzene, cyclohexane, bent and planar cyclooctatetraene) and heterocycles (pyridine, furan, thiophene, pyrrole) and their didehydro forms (arynes and hetarynes). As aromaticity probe Schleyer's NICS were used and represented in two 3D isosurfaces of the electron density. The spatial 3D representation of the NICS is shown to be a powerful tool to visualize the aromaticity (or its absence) of different molecules.

Original languageEnglish
Pages (from-to)6548-6556
Number of pages9
JournalTetrahedron
Volume68
Issue number32
DOIs
Publication statusPublished - 12 Aug 2012

Keywords

  • 3D representation
  • Aromaticity
  • Benzene
  • Benzynes
  • Cyclooctatetraene
  • Hetarynes
  • Heterocycles
  • NICS

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