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15N NMR: Iminothiol-thioamide tautomerism of 2-mercaptobenzazoles and 1-methyl-2-mercaptoimidazole

✍ Scribed by R. S. Balestrero; D. M. Forkey; J. G. Russell

Publisher
John Wiley and Sons
Year
1986
Tongue
English
Weight
759 KB
Volume
24
Category
Article
ISSN
0749-1581

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✦ Synopsis

lSN NMR spectra of a number of 2-mercaptoazoles were obtained and the position of the iminothiol-thioamide prototropic tautomeric equilibrium was determined. Because of the large chemical shift difference of cu 100 ppm between the iminothiol and thioamide nitrogen atoms, the I5N chemical shifts of the S-methyl and N-methyl analogs of each tautomer provided reasonable chemical shift models for the same nitrogen atom in the tantomers. Only a small correction for an N-methyl effect was required.

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