Theoretical study of the bonding between aminocarbene and main group elements

Gilles Frison; Alain Sevin

doi:10.1039/b204688a

Theoretical study of the bonding between aminocarbene and main group elements

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Abstract

B3LYP/6-31G* calculations were carried out on adducts formed by the interaction of a cyclic unsaturated aminocarbene with carbenoid moieties CH₂, SiH₂, NH, PH, O or S. The bonding mode has been described using the Natural Bond Orbital (NBO) partitioning schemes, the Charge-Decomposition Analysis (CDA) and the topological analysis of the Electron Localization Function (ELF). A donor–acceptor interaction with a substantial π back-bonding of the carbenoid moiety is observed in the case of CH₂, SiH₂, PH and S. The bond-description has been correlated with the bond length, the bond dissociation energy and the aromaticity of the carbene ring obtained by Nucleus-Independent Chemical Shift (NICS) calculation.

Original language	English
Pages (from-to)	1692-1697
Number of pages	6
Journal	Journal of the Chemical Society. Perkin Transactions 2
Volume	2
Issue number	10
DOIs	https://doi.org/10.1039/b204688a
Publication status	Published - 1 Oct 2002
Externally published	Yes

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title = "Theoretical study of the bonding between aminocarbene and main group elements",

abstract = "B3LYP/6-31G* calculations were carried out on adducts formed by the interaction of a cyclic unsaturated aminocarbene with carbenoid moieties CH2, SiH2, NH, PH, O or S. The bonding mode has been described using the Natural Bond Orbital (NBO) partitioning schemes, the Charge-Decomposition Analysis (CDA) and the topological analysis of the Electron Localization Function (ELF). A donor–acceptor interaction with a substantial π back-bonding of the carbenoid moiety is observed in the case of CH2, SiH2, PH and S. The bond-description has been correlated with the bond length, the bond dissociation energy and the aromaticity of the carbene ring obtained by Nucleus-Independent Chemical Shift (NICS) calculation.",

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AU - Sevin, Alain

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AB - B3LYP/6-31G* calculations were carried out on adducts formed by the interaction of a cyclic unsaturated aminocarbene with carbenoid moieties CH2, SiH2, NH, PH, O or S. The bonding mode has been described using the Natural Bond Orbital (NBO) partitioning schemes, the Charge-Decomposition Analysis (CDA) and the topological analysis of the Electron Localization Function (ELF). A donor–acceptor interaction with a substantial π back-bonding of the carbenoid moiety is observed in the case of CH2, SiH2, PH and S. The bond-description has been correlated with the bond length, the bond dissociation energy and the aromaticity of the carbene ring obtained by Nucleus-Independent Chemical Shift (NICS) calculation.

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JO - Journal of the Chemical Society. Perkin Transactions 2

JF - Journal of the Chemical Society. Perkin Transactions 2

IS - 10

ER -

Theoretical study of the bonding between aminocarbene and main group elements

Abstract

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