A 'push-pull' tropylium-fused aminoporphyrazine

Andrea Ruggiero, Matthew J. Fuchter, Okanya J. Kokas, Mihaela Negru, Andrew J.P. White, Peter R. Haycock, Brian M. Hoffman, Anthony G.M. Barrett*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

9 Scopus citations

Abstract

Crossover Linstead macrocyclization of cycloheptatrienylmaleonitrile and (dimethylamino)-maleonitrile gave access to an unsymmetrical (A3B) porphyrazine bearing six peripheral amino substituents and a fused cycloheptatrienyl ring. Subsequent hydride abstraction gave a tropylium-fused aminoporphyrazine, which contains both strongly electron-donating and withdrawing groups and thus can be labelled as a 'push-pull' macrocycle. Detailed structural studies of this novel porphyrazine are described.

Original languageEnglish (US)
Pages (from-to)9690-9693
Number of pages4
JournalTetrahedron
Volume65
Issue number47
DOIs
StatePublished - Nov 21 2009

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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