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Porphyrins. 38. Reaction of Porphyrins Containing Hydroxy(alkoxy)ethyl or Alkoxymethyl Substituents with Nucleophiles in the Presence of Zinc Acetate. A Novel, Promising Method for the Modification of Porphyrins on the Periphery of the Macrocycle

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Porphyrins which contain 1-hydroxy(alkoxy)ethyl or alkoxymethyl substituents on the periphery of the macrocycle (i.e. formally able to yield “benzyl type” carbocations) react with nucleophiles (4-tert-butylphenol or the β-diketones acetylacetone, benzoylacetone, dibenzoylmethane, or 4,4,4-trifluoro-1-(2-thienyl)-1,3-butanedione) in the presence of excess zinc acetate. They give high yields of the corresponding addition products, which are the zinc complexes of porphyrins with a 1-(4-tert-butylphenoxy)ethyl substituent or with substituents containing β-diketone residues.

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Authors and Affiliations

  1. Institute of Biomedical Chemistry, Russian Academy of Medical Sciences, 119832, Moscow, Russia

    G. V. Ponomarev & D. V. Yashunsky

  2. Science and Manufacture Center “Pharmaprotection”, 141400, Khimki, Russia

    G. V. Kirillova

Authors
  1. G. V. Ponomarev
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  2. G. V. Kirillova
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  3. D. V. Yashunsky
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Ponomarev, G.V., Kirillova, G.V. & Yashunsky, D.V. Porphyrins. 38. Reaction of Porphyrins Containing Hydroxy(alkoxy)ethyl or Alkoxymethyl Substituents with Nucleophiles in the Presence of Zinc Acetate. A Novel, Promising Method for the Modification of Porphyrins on the Periphery of the Macrocycle. Chemistry of Heterocyclic Compounds 36, 1044–1053 (2000). https://doi.org/10.1023/A:1002729830997

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