Bacteriochlorophylls modified at position C-3

[3-Vinyl]-bacteriochlorophyll a and related pigments modified at C-3 and/or C-132 have been synthesized from bacteriochlorophyll a. The reactivity at C-3 is strongly influenced by the C-132 substituent, and vice versa. Spectroscopical data and comparison among derivatives modified at the isocyclic ring indicate that this interaction is related to formation of an intermediate enol(ate) structure. The possible role of enol(ate) formation in (bacterio)chlorophylls in nature is discussed

STUDIES ON PLANT BILE PIGMENTS.

The (4 Z, 10 2, 15Ej-2,3-dihydrobilindione 4, along with the fully unsaturated (E, 2, Z)-analogue 8, has been prepared from the corresponding (Z, Z, Z)-isomer by a variation of Falk's method (Falk et ul., 1980). The photochemical and acid-catalyzed back-reactions have been studied by UV-vis and 'H-NMR spectroscopy