Thermal and photochemistry of a pyrene dihydrodioxin (PDHD) and its radical cation: a photoactivated masking group for ortho-quinones.
J Am Chem Soc
; 126(47): 15324-5, 2004 Dec 01.
Article
de En
| MEDLINE
| ID: mdl-15563127
ABSTRACT
Pyrene dihydrodioxins (1 and 2) have been synthesized and shown to be effective photochemical blocking groups for pyrene-4,5-dione (3). The mechanism of quinone release proceeds through the formation of a remarkably stable radical cation. Direct evidence is provided that this radical cation is not only thermally labile but also photochemically labile, and that both pathways lead to quinone extrusion. Once initiated with UV light, the pyrene quinone product serves as an electron-transfer photosensitizer for the further release of quinone with visible light.
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Collection:
01-internacional
Base de données:
MEDLINE
Sujet principal:
Pyrènes
/
Quinones
/
Dioxines
Langue:
En
Journal:
J Am Chem Soc
Année:
2004
Type de document:
Article
Pays d'affiliation:
États-Unis d'Amérique