Synthesis of verdinochlorins: a new class of long-wavelength absorbing photosensitizers

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Andrei N. Kozyrev, Thomas J. Dougherty, Ravindra K. Pandey and James L. Alderfer


Abstract

Reaction of 132-oxopyropheophorbide a with CH2N2 produced three isomeric methoxyverdinochlorins via expansion of the cyclopentanedione ring E; these long-wavelength absorbing verdinochlorins represent the first example of verdins with a reduced pyrrolic ring system, and their structural assignments have been made on the basis of 1H NMR studies; a mechanism of verdinochlorin formation is discussed.


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