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Issue 21, 2005
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3-(2-Pyridyl)-[1,2,3]triazolo[1,5-a]pyridines. An experimental and theoretical (DFT) study of the ring–chain isomerization

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Abstract

An experimental (1H NMR) and theoretical (DFT) study of the ring–chain–ring isomerization of 3-(2-pyridyl)-[1,2,3]triazolo[1,5-a]pyrid-7-yl derivatives (A) into 6-{[1,2,3]triazolo[1,5-a]pyrid-3-yl}-2-pyridyl derivatives (B) has been carried out. Based on the calculations, a mechanism of several steps will be proposed. The experimental results as well as the calculations lead to the conclusion that the AB ratio depends on the electronic properties of the substituents.

Graphical abstract: 3-(2-Pyridyl)-[1,2,3]triazolo[1,5-a]pyridines. An experimental and theoretical (DFT) study of the ring–chain isomerization

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Publication details

The article was received on 22 Jul 2005, accepted on 24 Aug 2005 and first published on 23 Sep 2005


Article type: Paper
DOI: 10.1039/B510535H
Citation: Org. Biomol. Chem., 2005,3, 3905-3910
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    3-(2-Pyridyl)-[1,2,3]triazolo[1,5-a]pyridines. An experimental and theoretical (DFT) study of the ring–chain isomerization

    B. Abarca, I. Alkorta, R. Ballesteros, F. Blanco, M. Chadlaoui, J. Elguero and F. Mojarrad, Org. Biomol. Chem., 2005, 3, 3905
    DOI: 10.1039/B510535H

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