Porphotetramethenes (Calix[4]pyrroletetraquinomethides) from Oxidative N-Alkylation of Porphyrin Tetraphenols

Eduard Dolusic, Suzanne Toppet, Stefan Smeets, Luc Van Meervelt, Bernard Tinant, Wim Dehaen

Research output: Contribution to conferencePoster

Abstract

Air oxidation of porphyrin tetraphenols under basic conditions followed by N-alkylation readily provides tetrapyrrole macrocycles, in which the pyrroles are conected by sp^2 centers (as shown in the figure), in good yields. The reaction conditions were optimized to influence the degree of this one-pot reaction with different alkylation reagents. A number of partially, as well as mixed, N-substituted products were prepared. The yields obtained for certain products are a significant improvement as compared to earlier experiments by Milgrom et al. [J. Heterocycl. Chem. 32, 97 - 101 (1995)]
Original languageEnglish
Pages5th Sigma-Aldrich Organic Synthesis Meeting, Abstracts, Spa, Belgium, 06.-07.12.2001, pp. 11-11
Number of pages1
Publication statusPublished - 2001
Event5th Sigma-Aldrich Organic Synthesis Meeting - Spa, Belgium
Duration: 6 Dec 2001 → …

Symposium

Symposium5th Sigma-Aldrich Organic Synthesis Meeting
CountryBelgium
CitySpa
Period6/12/01 → …

Keywords

  • tetrapyrrole
  • N-alkylation
  • porphyrin
  • porphotetramethene

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