Abstract

AbstractReaction of methyl bacteriopheophorbide d 2 in tetrahydrofuran with sodium methoxide led to oxidation of the ethyl side chain at position 12 to afford an acetyl group. Experiments with 18O2 suggest a mechanism via abstraction of a proton and reaction of the secondary radical formed with molecular oxygen. The implications of this mechanism for the biosynthesis of the bacteriochlorophylls are discussed. The 12‐acetyl compound 3 was investigated by X‐ray crystallography.

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