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Synthesis 2010(3): 510-514  
DOI: 10.1055/s-0029-1217114
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of β-Arylporphyrins and Oligophenylenediporphyrins by the Suzuki-Miyaura Reaction

Anna C. Cunhaa,b, Ana T. P. C. Gomesa, Vitor F. Ferreirab, Maria C. B. V. de Souzab, Maria G. P. M. S. Nevesa, Augusto C. Toméa, Artur M. S. Silvaa, José A. S. Cavaleiro*a
a Department of Chemistry, University of Aveiro, 3810-193 Aveiro, Portugal
b Departamento de Química Orgânica, Instituto de Qímica, Universidade Federal Fluminense, Outeiro de São João Baptista, 24020-141 Niterói, RJ, Brazil
Fax: +351(234)370084; e-Mail: jcavaleiro@ua.pt;
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Publication History

Received 9 September 2009
Publication Date:
20 November 2009 (online)

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Abstract

Several β-aryl-substituted porphyrins were prepared in good yields by Suzuki-Miyaura cross-coupling of 2-(4,4,5,5-tetra­methyl-1,3,2-dioxaborolan-2-yl)-5,10,15,20-tetraphenylporphinato­zinc(II) with various aryl bromides. Additionally, syntheses of β,β′-diporphyrins linked by biphenylene or quaterphenylene units were examined.

Key words

Suzuki-Miyaura reaction - cross-coupling - oligophenylenes - porphyrins - coupling

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