Substituent effect on the photolability of 4-aryl-1,4-dihydropyridines

Cristóbal García, Karina Cabezas, Santi Nonell, Luis J. Núñez-Vergara, Javier Morales, Germán Günther, Nancy Pizarro

Resultado de la investigación: Contribución a una revistaArtículorevisión exhaustiva

2 Citas (Scopus)

Resumen

The electronic nature of substituents attached to the 4-aryl moiety of 1,4-dihydropyridines strongly affects the photophysical and photochemical behavior of these family of compounds. The presence of an electron donor substituent on the 4-aryl moiety (or the absence of electron-withdrawing ones) modifies the luminescence lifetimes (τ < 100 ps) and diminishes the photodecomposition quantum yields. For electron-withdrawing substituents, the photodegradation quantum yield is affected by the media, changing more than two orders of magnitude as the polarity is increased. Studies in micellar media allow us to conclude that 4-aryl-1,4-dihydropyridines are located near to the interface; however, the surface charge of micelles has no effect on the photodegradation rate constant or the photoproducts profile. The main conclusion of this work is that the photolability of 4-aryl-1,4-dihydropyridines can be significantly reduced by the incorporation of antioxidant moieties. The electronic nature of substituents attached to the 4-aryl moiety of 1,4-dihydropyridines strongly affect the photophysical and photochemical behavior of these family of compounds. The presence of an electron-donor substituent on the 4-aryl moiety (or the absence of electron-withdrawing ones), diminishes the photodecomposition quantum yields. Studies in micellar media allow us to conclude that 4-aryl-1,4-dihydropyridines are located near to the interface, however the surface charge of micelles has no effect on the photodegradation rate constant or the photoproducts profile. Our main conclusion is that the photolability of 4-aryl-1,4-dihydropyridines can be significantly reduced by the incorporation of antioxidant moieties.

Idioma originalInglés
Páginas (desde-hasta)73-78
Número de páginas6
PublicaciónPhotochemistry and Photobiology
Volumen90
N.º1
DOI
EstadoPublicada - ene. 2014

Áreas temáticas de ASJC Scopus

  • Bioquímica
  • Química física y teórica

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