A protocol for the synthesis of pyrrolo-p-phenylene-linked porphyrin-fullerene dyads suitable as photoactive materials was developed. The sequence of aziridination – aziridine ring opening – 1,3-dipolar cycloaddition reactions enabled us to provide structural variability both to the porphyrin core and to pyrrole linker, which facilitates designing the electronic structure and morphological parameters of the dyads. The key porphyrin building blocks, nitro-porphyrins, were synthesized by a stochastic cyclocondensation of arenecarbaldehydes with p-nitrophenyl(dipyrrolyl)methane.

Original languageEnglish
Pages (from-to)3007-3019
Number of pages13
JournalTetrahedron
Volume74
Issue number24
DOIs
StatePublished - 14 Jun 2018

    Scopus subject areas

  • Drug Discovery
  • Biochemistry
  • Organic Chemistry

    Research areas

  • Aziridines, Dipolar cycloaddition, Donor-acceptor conjugates, Fullerenes, Porphyrins, COMPLEXES, AZOMETHINE YLIDES, FUNCTIONALIZATION, CYCLOADDITION, ELECTRON-TRANSFER, CHEMISTRY, STEREOSELECTIVE-SYNTHESIS, C-60, DERIVATIVES, EFFICIENT

ID: 28187318