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Synthesis of New Derivatives of Protoporphyrin IX and Chlorophyll <Emphasis Type="Italic">a</Emphasis>
Authors:V Yu Pavlov  I O Konstantinov  G V Ponomarev  V P Timofeev  B G Kimel'
Institution:(1) Faculty of Chemistry, Moscow State University, Vorob'evy gory 1, Moscow, 119992, Russia;(2) Lomonosov Moscow State Academy of Chemical Technology, Moscow, Russia;(3) “Orekhovich Research Institute” State Enterprise, Russian Academy of Medical Sciences, Moscow, Russia;(4) Engel'gardt Institute of Molecular Biology, Russian Academy of Sciences, Moscow, Russia;(5) Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia
Abstract:The vinyl groups in protoporphyrin IX and chlorophyll a derivatives were selectively transformed into hydroxymethyl and acetoxymethyl substituents. The reactivities of β-hydroxymethyl and β-acetoxymethyl groups in porphyrins and chlorins toward nucleophilic reagents were compared for the first time using the reaction with acetylacetone as an example. Peripheral acetylacetone moieties in porphyrins and chlorins were shown to be promising as building blocks for generation of exo heterocyclic structures.
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