Premium
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.