Add time:09/10/2019         Source:sciencedirect.com

X-ray diffraction data are reported for two mesoionic 1,2,3,4-thiatriazolium-5-aminides. The data for the thiatriazole ring are consistent with those for similar compounds published previously. The C5-N6 bond in compound 1 is about 1.26 Å in length and about 1.32 Å for compound 2, showing that this bond has double bond (imine) character. The N6 phenyl group adopts the cis configuration with respect to S1 in both compounds. 13C, 14N and 15N NMR studies on six derivatives of mesoionic 1,2,3,4-thiatriazolium-5-aminide show that protonation and alkylation on N6 result in significant variation in the N2, N6 and C5 chemical shifts. Low temperature, −50°C, 1H and 13C NMR measurements on compounds 1 and 4 show the absence of an equilibrium between possible cis and trans isomers with respect to Sl.

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