Journal of the Chemical Society, Perkin Transactions 2, 1980
ABSTRACT Crystal structure analysis of 5,6-dimethylimidazo[2,1-b]-1,3,4-thiadiazole (3) and its c... more ABSTRACT Crystal structure analysis of 5,6-dimethylimidazo[2,1-b]-1,3,4-thiadiazole (3) and its corresponding hydrobromide has shown that protonation occurs at N(7). Molecular properties, mainly aromaticity and basicity, of this system were interpreted on the basis of semi-empirically calculated ring-currents, which show that this molecule has a lower aromatic character than that of other fused heterocycles of imidazole with pyrimidine and thiazole rings. From 1H n.m.r. measurements the protonation site in acidic solution could not be determined, but N(7) was found to be the site available for complex formation in the presence of a lanthanide shift reagent.
Journal of the Chemical Society, Perkin Transactions 2, 1980
... By Corrado Berti, Lucedio Greci,' and Marino Poloni, lstituto Chimico, Facolth di Ingegn... more ... By Corrado Berti, Lucedio Greci,' and Marino Poloni, lstituto Chimico, Facolth di Ingegneria, Viale Risor-gimento 2, 401 36 Bologna, Italy Giovanni Dario Andreetti, Gabriele Bocelli, and Paolo Sgarabotto, lstituto di Strutturistica Chimica, Universith degli Studi di Parma, Centro di ...
Journal of the Chemical Society, Perkin Transactions 2, 1980
ABSTRACT Crystal structure analysis of 5,6-dimethylimidazo[2,1-b]-1,3,4-thiadiazole (3) and its c... more ABSTRACT Crystal structure analysis of 5,6-dimethylimidazo[2,1-b]-1,3,4-thiadiazole (3) and its corresponding hydrobromide has shown that protonation occurs at N(7). Molecular properties, mainly aromaticity and basicity, of this system were interpreted on the basis of semi-empirically calculated ring-currents, which show that this molecule has a lower aromatic character than that of other fused heterocycles of imidazole with pyrimidine and thiazole rings. From 1H n.m.r. measurements the protonation site in acidic solution could not be determined, but N(7) was found to be the site available for complex formation in the presence of a lanthanide shift reagent.
Journal of the Chemical Society, Perkin Transactions 2, 1980
... By Corrado Berti, Lucedio Greci,' and Marino Poloni, lstituto Chimico, Facolth di Ingegn... more ... By Corrado Berti, Lucedio Greci,' and Marino Poloni, lstituto Chimico, Facolth di Ingegneria, Viale Risor-gimento 2, 401 36 Bologna, Italy Giovanni Dario Andreetti, Gabriele Bocelli, and Paolo Sgarabotto, lstituto di Strutturistica Chimica, Universith degli Studi di Parma, Centro di ...
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