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Novel heterocyclic systems. Part 27. The synthesis of various diazathianthrenes and the discrimination of isomeric structures using 13C-NMR and lanthanide induced shift data

Lindsay, C. M., Smith, Keith and Martin, G. E. 1987. Novel heterocyclic systems. Part 27. The synthesis of various diazathianthrenes and the discrimination of isomeric structures using 13C-NMR and lanthanide induced shift data. Journal of Heterocyclic Chemistry 24 (5) , pp. 1357-1362. 10.1002/jhet.5570240525

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Abstract

Syntheses of the previously unknown 1,7-1,8- and 1,9-diazathianthrenes are reported. The former two systems were prepared via the condensation of the dianion of 2,3-dimercaptopyridine with 3-chloro-4-nitropyridine 1-oxide while the latter employed 2-chloro-3-nitropyridine. The preparation of the 1,9-diazathianthrene also led to the formation of the previously reported 1,6-diazathianthrene as a by-product in a 22% yield. The new ring systems were characterized by a combination of 13C nmr and 1H lanthanide-induced shifts using Eu(fod)3.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Additional Information: For Part 26 in this series, see C. M. Lindsay, K. Smith, and G. E. Martin, J. Heterocyclic Chem., 24, 211 (1987). The current paper also represents Part XXXV in the series “Chemistry of the Phenoxathiins and Isosterically Related Heterocycles”.
Publisher: Wiley
ISSN: 1943-5193
Last Modified: 04 Jun 2017 03:36
URI: http://orca.cf.ac.uk/id/eprint/23509

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