Síntesis y estudio fotoquímico de los derivados de 3-(E)-alquenil-4-metoxifenilacetanilidas y 2-(E)-alquenil-4-nitroanisoles

3a y 3e fueron 300,7M -1 cm -1 (λmax 315nm) y 1505M -1 cm -1 (λmax 295nm) respectivamente. En la fotodegradacion de 3e se observo la formacion de 2-metoxi-5-nitrobenzaldehido, el cual surgio probablemente por la ruptura oxidativa fotoinducida del doble enlace exociclico. Palabras clave: sintesis; estudio fotoquimico; 3-(E)-alquenil-4-metoxifenilacetanilidas; 2-(E)-alquenil-4- nitroanisoles Abstract This work presents the synthesis and photochemical study of 3-(E)-alkenyl-4-methoxyphenylacetanilide 3a-c and 2-(E)-alkenyl-4-nitroanisole 3d-f derivatives. These compounds were prepared using the palladium catalyzed cross-coupling Suzuki-Miyaura type reaction of 4-methoxy-2-bromo-phenylacetanilide (1a), 2-bromo-4-nitro-anisol (1b) and three E-1-alkenylboronic acids (2a-c). Compounds 3a and 3e were photolabile in 2-propanol. Molar extinction coefficients of 3a and 3e were 300.7M -1 cm -1 (λmax 315nm) and 1505 M -1 cm -1 (λmax 295nm), respectively. Photodegradation of 3e yielded 2-methoxy-5-nitrobenzaldehyde, which was likely produced by oxidative rupture of the exocyclic double bond.