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- W2774505155 abstract "Methyl 3-substituted 131-deoxo-pyropheophorbides-a possessing the 7-methyl group were transformed into the corresponding 131-deoxo-pyropheophorbides-b bearing the 7-formyl group via the regioselective mono-dehydration of cis-7,8-diols to 7-hydroxymethyl-chlorins under mild acidic conditions. The exclusive production of the 71-hydroxy-chlorins without detection of the 81-hydroxy-chlorins in the reaction mixture did not depend on the 3-substituents. The regioselectivity was regulated by the 13-functional groups, and the ratio of the 81-OH over 71-OH products enhanced with an increase of the group electronegativity. Methyl mesopyropheophorbide-b (7-formyl-131-oxo-chlorin) was efficiently obtained by modifying methyl mesopyropheophorbide-a, one of the chlorophyll-a derivatives, through the protection of the 131-oxo moiety and the aforementioned mono-dehydration. The effects of the 7-substituents on the visible absorption spectra in a solution were comparable to those of naturally occurring, photosynthetically active chlorophylls-a/b and bacteriochlorophylls-c/e bearing the 7-methyl/formyl groups." @default.
- W2774505155 created "2017-12-22" @default.
- W2774505155 creator A5028335770 @default.
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- W2774505155 date "2018-01-01" @default.
- W2774505155 modified "2023-09-23" @default.
- W2774505155 title "Synthesis of 7-substituted chlorophyll- a derivatives as chlorophyll- b analogs with specific visible absorption bands" @default.
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- W2774505155 doi "https://doi.org/10.1016/j.tet.2017.12.013" @default.
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