Computational Studies on Intramolecular Cycloadditions of Azidoenynes and Azidobutenenitriles to Give 6H‐Pyrrolo[1,2‐c][1,2,3]triazoles and 5H‐Pyrrolo[1,2‐d]tetrazoles |
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| Authors: | Gérard Audran Paul Brémond Douniazad El Abed Sylvain R. A. Marque Didier Siri Maurice Santelli |
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| Affiliation: | 1. Aix‐Marseille Université, CNRS, ICR UMR 7273, FR‐13397 Marseille, (phone: +33‐49‐1288825);2. Laboratoire de Chimie Fine, Université d'Oran es Sénia, Oran, Algeria |
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| Abstract: | Energetics of intramolecular cycloadditions of azidoenynes and azidobutenenitriles to give 6H‐pyrrolo[1,2‐c][1,2,3]triazoles and 5H‐pyrrolo[1,2‐d]tetrazoles have been calculated at the B3LYP/6.311++G(3df,3pd) level of theory in ideal gas and in H2O as solvent. Stabilities of the corresponding anions, tautomers, and isomers are discussed. Transition states of the cyclization of parent compounds are determined at the same level of theory. |
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| Keywords: | Azidobutenenitriles Azidoenynes Basicity Cyclization Tautomerization |
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