Chemical shifts and charge densities in substituted nitrosobenzenes

Graeme Butt, Ronald D. Topsom, Brian G. Gowenlock, John A. Hunter

Research output: Contribution to journalArticle

Abstract

The previous observed anomalous 13C-NMR chemical shifts of a series of para-substituted nitrosobenzenes have been investigated using Molecular Orbital calculations with the semi-empirical CNDO/2 method and at the STO-3G basis level. The calculations show atomic electron populations at C-4, the position of attachment of the nitroso group, analogous to those found for the corresponding position in monosubstituted benzenes. Thus, groups such as CN and NO2 lead to a decrease in the p-electron population at this position. It thus seems that the observed unexpected upfield shifts found at C-4 for these substituents is not a function of unusual electron distribution in nitrosobenzenes. The possibility of differing conformations in the nitrosobenzene group has also been found unlikely. © 1988.

Original languageEnglish
Pages (from-to)399-402
Number of pages4
JournalJournal of Molecular Structure: THEOCHEM
Volume164
Issue number3-4
Publication statusPublished - Mar 1988

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Chemical shift
Charge density
Electrons
Orbital calculations
Molecular orbitals
Benzene
Conformations
Nuclear magnetic resonance
nitrosobenzene

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Butt, G., Topsom, R. D., Gowenlock, B. G., & Hunter, J. A. (1988). Chemical shifts and charge densities in substituted nitrosobenzenes. Journal of Molecular Structure: THEOCHEM, 164(3-4), 399-402.
Butt, Graeme ; Topsom, Ronald D. ; Gowenlock, Brian G. ; Hunter, John A. / Chemical shifts and charge densities in substituted nitrosobenzenes. In: Journal of Molecular Structure: THEOCHEM. 1988 ; Vol. 164, No. 3-4. pp. 399-402.
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Butt, G, Topsom, RD, Gowenlock, BG & Hunter, JA 1988, 'Chemical shifts and charge densities in substituted nitrosobenzenes', Journal of Molecular Structure: THEOCHEM, vol. 164, no. 3-4, pp. 399-402.

Chemical shifts and charge densities in substituted nitrosobenzenes. / Butt, Graeme; Topsom, Ronald D.; Gowenlock, Brian G.; Hunter, John A.

In: Journal of Molecular Structure: THEOCHEM, Vol. 164, No. 3-4, 03.1988, p. 399-402.

Research output: Contribution to journalArticle

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Butt G, Topsom RD, Gowenlock BG, Hunter JA. Chemical shifts and charge densities in substituted nitrosobenzenes. Journal of Molecular Structure: THEOCHEM. 1988 Mar;164(3-4):399-402.