Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2009, Issue 33, Pages 5765-5778Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200900818
Keywords
Heterocycles; Isomerization; Metalation; Density functional calculations
Categories
Funding
- Ministerio de Educacion y Ciencia (MEC) [CTQ2007-61901/BQU, CTQ2006-15672-C05-03]
- Comunidad Autonoma de Madrid [S-0505/PPQ/0225]
- French Centre National de la Recherche Scientifique (CNRS)
- French Ministere de l'Education Nationale
- de la Recherche et de la Technologie
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In the course of the synthesis of new fluorophores for molecular recognition an experimental (H-1 NMR) and theoretical (DFT) study of the ring-chain isomerism of 3-(pyridin-2-yl)-[1,2,3]triazolo[1,5-a]quinoline derivatives (A) into 2-([1,2,3]triazolo[1,5-a]pyridin-3-yl)quinoline derivatives (B) has been carried out. The rearrangement is influenced by steric and electronic effects of the substituents present on the quinoline ring. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
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