Use of Fluorescent 1,3-Disubstituted 2(1<i>H</i>)Pyridones for Environmental Analysis

Nelson, David A.; Bush, John; Beckett, James R.; Lenz, Daniel; Rowe, D. W.

doi:10.1021/bk-1989-0383.ch012

Cited by 2 publications

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“…Recently the synthesis and spectroscopic properties of a class of highly fluorescent molecules derived from 2-hydroxy pyridine have been described (Nelson et al, 1989). A number of these molecules appear to have quantum yields of fluorescence near 90%, yet the parent molecule (2-hydroxy pyridine) is not significantly fluorescent.…”

Section: Introductzonmentioning

confidence: 99%

Radiationless Deactivation and Fluorescence of Selected Pyridones

Guzzo

Nelson

1992

Photochem & Photobiology

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Numerous 3-position derivatives of 2-hydroxy pyridine, also known as 2-pyridone, were synthesized and their optical absorption and fluorescence spectra examined. The quantum yield of emission varied from near zero to near unity depending on the kind of substitution made and the solvent. Data are presented that argue for the T-T' nature of the first excited state in all cases. It was concluded that intramolecular hydrogen bonding controls the extent of internal conversion and hence the amount of fluorescence. It is proposed that this hydrogen bonding suppresses the low energy out of plane vibrations necessary for internal conversion as required by the proximity effect. From studies of the temperature dependence of the emissions, it appeared that the energy separation of the first two excited states. in all cases -12.6 f 2 kJ/rnol (3000 2 500 cal/mol). is not correlated to the extent of relaxation

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Section: Introductzonmentioning

confidence: 99%