Beilstein Journal of Organic Chemistry (Jan 2017)

Efficient access to β-vinylporphyrin derivatives via palladium cross coupling of β-bromoporphyrins with N-tosylhydrazones

  • Vinicius R. Campos,
  • Ana T. P. C. Gomes,
  • Anna C. Cunha,
  • Maria da Graça P. M. S. Neves,
  • Vitor F. Ferreira,
  • José A. S. Cavaleiro

DOI
https://doi.org/10.3762/bjoc.13.22
Journal volume & issue
Vol. 13, no. 1
pp. 195 – 202

Abstract

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This work describes a new approach to obtain new β-vinylporphyrin derivatives through palladium-catalyzed cross-coupling reaction of 2-bromo-5,10,15,20-tetraphenylporphyrinatozinc(II) with N-tosylhydrazones. This is the first report of the use of such synthetic methodology in porphyrin chemistry allowing the synthesis of new derivatives, containing β-arylvinyl substituents.

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