Systémes aromatiques á dix electrons π derives de l'aza-3a-pentalene—XXI: Etude Théorique et expérimentale de tetraazapentalénes |
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Authors: | R Faure E-J Vincent RM Claramunt JM Fabrega J Elguero |
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Institution: | Laboratoire de Chimie Organique Physique, Université d''Aix-Marseille III, Rue Henri Poincaré, 13397 Marseille Cedex 4, France;Départamento de Quimica Organica, Facultad de Ciencias, Universidad de Barcelona, Barcelona, Spain;Centre de Chimie Organique, Université des Sciences et Techniques du Languedoc, Place E. Bataillon 34060 Montpellier Cedex, France |
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Abstract: | Four tetra-azapentalenes, pyrazolo1,5-b], pyrazolo3,2-c], imidazo1,2-b] and imidazo2,1-c]s-triazole, have been studied. The synthesis of the third compound and of a salt of the last are described for the first time. Physical properties calculated for the more stable tautomer by CNDO/2 and CNDO/S (reactivity, proton chemical shift, dipole moment and electronic absorption) are in good agreement with experimental values.The protonation sites of imidazo1,2-b] and imidazo2,1-c]s-triazole as shown by UV and NMR are compared with theoretical results. |
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