Qq. Chen et al., 1,2-BIS-DIPYRRINON-9-YL-ETHENE - A NOVEL B-HOMO-VERDIN CHROMOPHORE - THE REACTION OF 9-METHYL-10H-DIPYRRIN-1-ONES WITH BROMINE, Monatshefte fuer Chemie, 126(8-9), 1995, pp. 983-991
Upon treatment of 9-methyl-10H-dipyrrin-1-ones with bromine in dichlor
omethane, red bile pigment derivatives were obtained in moderate yield
s. They were structurally assigned as 1,2-bis-dipyrrinon-9-yl-ethenes,
which are examples of the hitherto unknown h-homo-verdins. In additio
n, the corresponding meso-biliverdins-XIII alpha could be isolated fro
m the reaction mixture. The mechanistic aspects of the reaction are di
scussed.