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RESEARCH ARTICLE
Contents Vol 72(7)

Theoretical Study on Pyramidal C7N6–H3R3 Molecules

Bing He A , Bingke Li A and Hongwei Zhou https://orcid.org/0000-0002-7291-6398 A B
+ Author Affiliations
- Author Affiliations

A College of Chemistry and Life Science, Institute of Functional Molecules, Chengdu Normal University, Chengdu, Sichuan 611130, China.

B Corresponding author. Email: jcbzhou@sina.com

Australian Journal of Chemistry 72(7) 501-512 https://doi.org/10.1071/CH19015
Submitted: 11 January 2019  Accepted: 15 March 2019   Published: 24 April 2019

Abstract

The pyramidal molecule C7N6H6 and its nine symmetric tri-substituted derivatives C7N6–H3R3 (R = OH, F, CN, N3, NH2, NO2, N=NH, N2H3, and C≡CH) were investigated computationally using the GAUSSIAN 09 program package. Natural bond orbital and atoms in molecules analyses, as well as valence bond theory were applied to investigate the bonding properties. In comparison to their well known analogues C6N7–R3, i.e. generic heptazines, it is found that these 10 molecules are all reactive. Further studies on the topological structures and ionization energy values indicate that the reactive site of the molecules is located at the carbon atom of the core frame. Even though C7N6–H3R3 are neutral molecules, the structures and properties of some are consistent with those of a carbanion, and indeed, they act like carbanions, or so-called carbanionoids. These carbanionoids may have an extensive impact in organic chemistry and organometallic chemistry.


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