Photoreduction of oxoisoaporphines. Another example of a formal hydride-transfer mechanism

De la Fuente, JR; Jullian C.; Saitz C.; Sobarzo-Sanchez, E; Neira V.; González C; Lopez R.; Pessoa-Mahana H.

Abstract

Photoreduction of 5,6-dimethoxy-, 5-methoxy- and 2,3-dihydro-7H-dibenzo[de,h]quinolin-7-one (A) by tertiary amines in oxygen-free solutions generates long-lived semi-reduced metastable photoproducts, A-NH-, via a stepwise electron-proton-electron transfer mechanism with a limit quantum yield of about 0.1 at high TEA concentrations. These metastable photoproducts revert thermally to the initial oxoisoaporphine nearly quantitatively in the presence or absence of oxygen. We present spectrophotometric, NMR and UV-vis data for the metastable photoproducts. The spectrophotometric results and PM3 and ZINDO/S calculations support the proposed mechanism for the photoreduction of the oxoisoaporphines. © The Royal Society of Chemistry and Owner Societies 2004.

Más información

Título según WOS: Photoreduction of oxoisoaporphines. Another example of a formal hydride-transfer mechanism
Título según SCOPUS: Photoreduction of oxoisoaporphines. Another example of a formal hydride-transfer mechanism
Título de la Revista: PHOTOCHEMICAL PHOTOBIOLOGICAL SCIENCES
Volumen: 3
Número: 2
Editorial: SPRINGERNATURE
Fecha de publicación: 2004
Página de inicio: 194
Página final: 199
Idioma: English
URL: http://xlink.rsc.org/?DOI=b310696a
DOI:

10.1039/b310696a

Notas: ISI, SCOPUS