Photodynamic Perylenequinones, Photodemethylation and Photooxidation of Dimethylcercosporin | Zendy

Ar Alberto | Zendy; Luogo Daniela Dal Pio | Zendy; Merlini Lucio | Zendy; Nasini Gianluca | Zendy

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Photodynamic Perylenequinones, Photodemethylation and Photooxidation of Dimethylcercosporin

Author(s) -

Ar Alberto,

Luogo Daniela Dal Pio,

Merlini Lucio,

Nasini Gianluca

Publication year - 1992

Publication title -

liebigs annalen der chemie

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 0170-2041

DOI - 10.1002/jlac.199219920198

Subject(s) - chemistry , acetonitrile , methanol , quinone , derivative (finance) , photochemistry , oxygen , irradiation , medicinal chemistry , stereochemistry , organic chemistry , physics , nuclear physics , financial economics , economics

Regiospecific photodemethylation of the perylenequinone dimethylcercosporin (DMC0 ( 2 ) in methanol involved the two methoxy groups in ortho position to the carbonyl quinone functions, affording 2,11‐dihydroxy‐3,10‐perylenequinone ( 3 ) and the dihydrofuran‐containing derivative 4 . When irradiated in acetonitrile in the presence of oxygen 2 was converted into two photooxidation products 5 and 7 whose structure was assigned on the basis of 13 C‐NMR studies.

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