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[Novel heterocyclic systems. 11.] Chemistry of the phenoxathiins and isosterically related heterocycles. 23. 1-azathianthrene: First reported synthesis of a monoazathianthrene and the investigation of the 13C-NMR spectrum using two-dimensional NMR techniques

Puig-Torres, Salvador, Martin, Gary E., Ford, Joseph J., Willcott, M. Robert and Smith, Keith 1982. [Novel heterocyclic systems. 11.] Chemistry of the phenoxathiins and isosterically related heterocycles. 23. 1-azathianthrene: First reported synthesis of a monoazathianthrene and the investigation of the 13C-NMR spectrum using two-dimensional NMR techniques. Journal of Heterocyclic chemistry 19 (6) , pp. 1441-1446. 10.1002/jhet.5570190637

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Abstract

The reaction of the dianion of 3-mercaptopyridin-2(1H)-thione with 2-chloronitrobenzene in N,N-dimethylformamide leads to the formation of 1-azathianthrene, the first reported mono-aza analog of the thianthrene ring system. A partial assignment of the 13C-nmr spectrum of the title compound is reported, the assignment based on chemical shift arguments, spin-lattice (T1) relaxation times and 1H-13C spin coupling constants. Amplitude modulated two-dimensional Fourier transform (AM2DFT) techniques were employed for the acquisition of the heteronuclear spin-coupling constants.

Item Type: Article
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Additional Information: For the previous paper in this series, see: S. Puig-Torres, G. E. Martin, K. Smith, P. Cacioli and J. A. Reiss, “Chemistry of the Phenoxathiins and Isosterically Related Heterocycles. XXII. 6,7,9-Trimethyl-4-azaphenoxathiin: First Reported Synthesis of an Analog of the 4-Azaphenoxathiin Ring System”, J. Heterocyclic Chem., 19, 688 (1982). The present work also constitutes Part 11 in the series Novel Heterocyclic Systems.
Publisher: Wiley
ISSN: 0022-152x
Last Modified: 04 Jun 2017 02:57
URI: http://orca.cf.ac.uk/id/eprint/14525

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