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

Fingerprint Dive into the research topics of 'Chemical shifts and charge densities in substituted nitrosobenzenes'. Together they form a unique fingerprint.

  • Cite this

    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.