Mehta, M. U., Martin, G. E. and Smith, Keith 1987. Chemistry of the phenoxathiins and isosterically related heterocycles. XXXIII . The influence of intramolecular sulfur-nitro group interactions on the reactivity at sulfur. Journal of Heterocyclic Chemistry 24 (1) , pp. 235-237. 10.1002/jhet.5570240144 |
Official URL: http://onlinelibrary.wiley.com/doi/10.1002/jhet.55...
Abstract
Nitro-groups positioned ortho to thio-esters have been shown to engage in strong, non-bonded intramolecular interactions between the sulfur atom and one of the nitro-group oxygens. The effect of the sulfur-nitro group oxygen interaction on the chemical reactivity at the sulfur atom of 9-nitro-1-azaphenoxathiin is reported. Conditions which normally produce the sulfone exclusively have been shown to yield the sulfoxide with only a minimal quantity of the sulfone produced. Protracted periods of reflux are required to produce the sulfone from the sulfoxide.
Item Type: | Article |
---|---|
Date Type: | Publication |
Status: | Published |
Schools: | Chemistry |
Subjects: | Q Science > QD Chemistry |
Additional Information: | This paper also represents Part 29 in the series Novel Heterocyclic Compounds. |
Publisher: | Wiley |
ISSN: | 1943-5193 |
Last Modified: | 04 Jun 2017 03:36 |
URI: | https://orca.cardiff.ac.uk/id/eprint/23505 |
Citation Data
Cited 1 time in Scopus. View in Scopus. Powered By Scopus® Data
Actions (repository staff only)
![]() |
Edit Item |