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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Translated from Zhurnal Organicheskoi Khimii, Vol. 41, No. 12, 2005, pp. 1859–1868.
Original Russian Text Copyright © 2005 by Pavlov, Konstantinov, Ponomarev, Timofeev, Kimel'.
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Pavlov, V.Y., Konstantinov, I.O., Ponomarev, G.V. et al. Synthesis of New Derivatives of Protoporphyrin IX and Chlorophyll a . Russ J Org Chem 41, 1824–1835 (2005). https://doi.org/10.1007/s11178-006-0044-6
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DOI: https://doi.org/10.1007/s11178-006-0044-6