Fluorescent property of 3-hydroxymethyl imidazo[1,2-a]pyridine and pyrimidine derivatives

Background Imidazo[1,2-a]pyridines and pyrimidines are important organic fluorophores which have been investigated as biomarkers and photochemical sensors. The effect on the luminescent property by substituents in the heterocycle and phenyl rings, have been studied as well. In this investigation, se...

Full description

Saved in:
Bibliographic Details
Published in:BMC chemistry 2012-08, Vol.6 (1), p.83-83, Article 83
Main Authors: Velázquez-Olvera, Stephania, Salgado-Zamora, Héctor, Velázquez-Ponce, Manuel, Campos-Aldrete, Elena, Reyes-Arellano, Alicia, Pérez-González, Cuauhtémoc
Format: Article
Language:English
Subjects:
Chemical compounds
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Derivatives
Emission analysis
Emittance
Fluorescence
Pharmacology
Phenyls
Physical Chemistry
Pyrimidines
Research Article
Solvents
Thermogravimetric analysis
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Background Imidazo[1,2-a]pyridines and pyrimidines are important organic fluorophores which have been investigated as biomarkers and photochemical sensors. The effect on the luminescent property by substituents in the heterocycle and phenyl rings, have been studied as well. In this investigation, series of 3-hydroxymethyl imidazo[1,2-a]pyridines and pyrimidines were synthesized and evaluated in relation to fluorescence emission, based upon the hypothesis that the hydroxymethyl group may act as an enhancer of fluorescence intensity. Results Compounds of both series emitted light in organic solvents dilutions as well as in acidic and alkaline media. Quantitative fluorescence spectroscopy determined that both fused heterocycles fluoresced more intensely than the parent unsubstituted imidazo[1,2-a]azine fluorophore. In particular, 3-hydroxymethyl imidazo[1,2-a]pyridines fluoresced more intensely than 3-hydroxymethyl imidazo[1,2-a]pyrimidines, the latter emitting blue light at longer wavelengths, whereas the former emitted purple light. Conclusion It was concluded that in most cases the hydroxymethyl moiety did act as an enhancer of the fluorescence intensity, however, a comparison made with the fluorescence emitted by 2-aryl imidazo[1,2-a]azines revealed that in some cases the hydroxymethyl substituent decreased the fluorescence intensity.
ISSN:1752-153X
1752-153X
2661-801X
DOI:10.1186/1752-153X-6-83