Unraveling the Bonding and Aromaticity of Pentazole, Pentaphosphole, and Cyclopentadiene Anions: A Comprehensive Study

Shailja Jain, David Danovich, Slavko Radenković*, Sason Shaik*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

This study investigates π-delocalization, π-bonding situations, and aromaticity of the pentazolate anion ([cyclo-N5-], (a)), which was detected by Christe et al. in 2002. To gain a broader perspective, we investigated the iso-π-electronic species [cyclo-P5-] (b) and [cyclo-(CH)5-] (c). 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.

Original languageEnglish
JournalJournal of the American Chemical Society
DOIs
StateAccepted/In press - 2024

Bibliographical note

Publisher Copyright:
© 2024 American Chemical Society.

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