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Theoretical characterization of the chemical bonds of some three-membered ring compounds through QTAIM theory

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Abstract

In this paper, we investigate the nature of the carbonyl and the intraring C–C, C–N, C–O, N–N, O–O and N–O bonds of cyclopropanone and the following cyclopropanone derivatives: aziridine-2-one (1); oxirane-2-one (2); 1,2-diaziridine-3-one (3); 1,2-dioxirane-3-one (4); 1,2-oxaziridine-3-one (5); cyclopropane-1,2-dione (6); aziridine-2,3-dione (7); and oxirane-2,3-dione (8). The intramolecular distribution of the electronic charge density and the L(r) = −¼∇2 ρ(r) function have been investigated within the framework of the quantum theory of atoms in molecule theory. This methodology allowed us to characterize the bonds of cyclopropanone and the cyclopropanone derivatives studied here.

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Acknowledgments

D. J. R. Duarte gratefully acknowledges the Secretaría de Ciencia y Tecnología de la Universidad Nacional del Nordeste (SECYT UNNE).

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Author notes

  1. Margarida S. Miranda

    Present address: 3B’s Research Group – Biomaterials, Biodegradables and Biomimetics, University of Minho, AvePark – Parque de Ciência e Tecnologia, Zona Industrial da Gandra, 4805-017, Barco GMR, Portugal

Authors and Affiliations

  1. Laboratorio de Estructura Molecular y Propiedades, Área de Química Física-Departamento de Química, Facultad de Ciencias Exactas y Naturales y Agrimensura, Universidad Nacional del Nordeste, Avenida Libertad 5460, 3400, Corrientes, Argentina

    Darío J. R. Duarte

  2. Departamento de Química e Bioquímica, Faculdade de Ciências, Centro de Investigação em Química, Universidade do Porto, Rua do Campo Alegre, s/n, 4169-007, Porto, Portugal

    Margarida S. Miranda & Joaquim C. G. Esteves da Silva

  3. Department of Chemistry and Biochemistry, University of Maryland, Baltimore County, 1000 Hilltop Circle, Baltimore, MD, 21250, USA

    Joel F. Liebman

  4. ICVS/3B’s – PT Government Associate Laboratory, Braga/Guimarães, Portugal

    Margarida S. Miranda

Authors
  1. Darío J. R. Duarte
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  2. Margarida S. Miranda
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  3. Joaquim C. G. Esteves da Silva
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  4. Joel F. Liebman
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Corresponding authors

Correspondence to Darío J. R. Duarte, Margarida S. Miranda or Joel F. Liebman.

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Duarte, D.J.R., Miranda, M.S., Esteves da Silva, J.C.G. et al. Theoretical characterization of the chemical bonds of some three-membered ring compounds through QTAIM theory. Struct Chem 27, 663–670 (2016). https://doi.org/10.1007/s11224-015-0606-8

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  • DOI: https://doi.org/10.1007/s11224-015-0606-8

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