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Synthesis of a Phenylazo-derivative of a 1,2,3-thiadiazolium Methylide - C-13/n-15 Nmr Characterization and Crystal-structure Analysis

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Labbe, Gérard [UCL] Frederix, A. Toppet, S. Declercq, Jean-Paul [UCL]

The N-phenylhydrazone derived from 4-methoxycarbonyl-1,2,3-thiadiazole-5-carbaldehyde 6 is methylated at the N-3 position, yielding the mesoionic compound 8. The C-13 and N-15 nmr data, as well as the results from a crystal structure analysis, indicate that the molecule is best represented by the resonance forms 8A and 8B. Comparison is made with the previously synthesized thiadiazole derivative 2 which possesses thiapentalene characteristics.

Document type Article de périodique (Journal article) – Article de recherche
Publication date 1991
Language Anglais
Journal information "Journal of Heterocyclic Chemistry : international journal" - Vol. 28, no. 2, p. 477-480 (1991)
Peer reviewed yes
Publisher Hetero Corporation (Tampa)
issn 0022-152X
e-issn 1943-5193
Publication status Publié
Affiliation UCL
Links
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  6. L'abbé Gerrit, Frederix Ann, Declercq Jean-Paul, Synthesis and Crystal Structure Analysis of 1-Methyl-3,6-Diphenyl-6aλ4-Thia-1,2,5,6-Tetra-Azapentalene, 10.1002/bscb.19890981208
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  15. Sheldrick, SHELX 76, Program for Crystal Structure Determination (1976)
Bibliographic reference Labbe, Gérard ; Frederix, A. ; Toppet, S. ; Declercq, Jean-Paul. Synthesis of a Phenylazo-derivative of a 1,2,3-thiadiazolium Methylide - C-13/n-15 Nmr Characterization and Crystal-structure Analysis. In: Journal of Heterocyclic Chemistry : international journal, Vol. 28, no. 2, p. 477-480 (1991)
Permanent URL http://hdl.handle.net/2078.1/51111