Synthesis of a phenylazo‐derivative of a 1,2,3‐thiadiazolium methylide. C‐13/N‐15 NMR characterization and crystal structure analysis | Zendy

L'abbé Gerrit | Zendy; Frederix Ann | Zendy; Toppet Suzanne | Zendy; Declercq JeanPaul | Zendy

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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

Author(s) -

L'abbé Gerrit,

Frederix Ann,

Toppet Suzanne,

Declercq JeanPaul

Publication year - 1991

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570280252

Subject(s) - mesoionic , chemistry , crystal structure , derivative (finance) , molecule , carbon 13 nmr , stereochemistry , nuclear magnetic resonance spectroscopy , crystal (programming language) , characterization (materials science) , crystallography , medicinal chemistry , organic chemistry , nanotechnology , computer science , financial economics , programming language , economics , materials science

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.

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