Unraveling the Bonding and Aromaticity of Pentazole, Pentaphosphole, and Cyclopentadiene Anions: A Comprehensive Study
This study investigates π-delocalization, π-bonding situations, and aromaticity of the pentazolate anion ([cyclo-N<sub>5</sub><sup>-</sup>], (<b>a</b>)), which was detected by Christe <i>et al.</i> in 2002. To gain a broader perspective, we investigated the iso-π-electronic species [cyclo-P<sub>5</sub><sup>-</sup>] (<b>b</b>) and [cyclo-(CH)<sub>5</sub><sup>-</sup>] (<b>c</b>). VB analyses reveal that the three studied molecules display significant resonance stabilization, as indicated by their high resonance energy values. A comprehensive analysis of aromaticity was conducted using electronic and magnetic aromaticity indices, revealing that all three anions exhibit strong π-aromaticity and relatively weak σ-aromaticity.
Authors
- Shailja Jain (ORCID: https://orcid.org/0000-0003-4588-9643)
- Sason Shaik (ORCID: https://orcid.org/0000-0001-7643-9421)
- Slavko Radenković (ORCID: https://orcid.org/0000-0002-1928-5494)
- David Danovich (ORCID: https://orcid.org/0000-0002-8730-5119)
Institutions
- University of Stuttgart (DE)
- University of Kragujevac (RS)
- Hebrew University of Jerusalem (IL)
Publication Details
- Journal
- Journal of the American Chemical Society
- Published
- 2024-12-19
- DOI
- https://doi.org/10.1021/jacs.4c14515
- Citations
- 11
- Primary Topic
- Synthesis and Properties of Aromatic Compounds
- Type
- article
- Field-Weighted Citation Impact
- 2.75
Funders
- Alexander von Humboldt-Stiftung
- Ministarstvo Prosvete, Nauke i Tehnološkog Razvoja