T. Aminiansaghafi et al., QUANTUM YIELDS OF SINGLET-OXYGEN PRODUCTION BY SOME NATURAL QUINOID FUNGAL METABOLITES AND DERIVATIVES, Helvetica Chimica Acta, 75(2), 1992, pp. 531-538
Perylene quinone compounds of natural and synthetic origin have been i
nvestigated for their quantum efficiency of singlet-oxygen production
(PHI(DELTA)). The results may be interpreted by a qualitative relation
between PHI(DELTA) and the planarity of the sensitizer molecules, hig
hest values (0.8-0.9) being observed where planarity is favoring tauto
meric structures. On the other hand, derivatives exhibiting non-planar
quinoid structures show lower PHI(DELTA), and methylated derivatives
react photochemically.