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5,10,15,20-tetrakis(pentafluorophenyl)porphyrin: a versatile platform to novel porphyrinic materials

Joana I.T. Costa

Department of Chemistry and QOPNA, University of Aveiro, 3810-193 Aveiro, Portugal

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Augusto C. Tomé

Department of Chemistry and QOPNA, University of Aveiro, 3810-193 Aveiro, Portugal

Corresponding author, tel: +351 234370712, fax: +351 234370084.

SPP full member in good standing.

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Maria G.P.M.S. Neves

Department of Chemistry and QOPNA, University of Aveiro, 3810-193 Aveiro, Portugal

SPP full member in good standing.

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, and

José A.S. Cavaleiro

Department of Chemistry and QOPNA, University of Aveiro, 3810-193 Aveiro, Portugal

SPP full member in good standing.

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https://doi.org/10.1142/S1088424611004294Cited by:79 (Source: Crossref)

Abstract

5,10,15,20-tetrakis(pentafluorophenyl)porphyrin reacts with a range of nucleophiles (amines, alcohols, thiols, nitrogen heterocycles, and others) resulting in the nucleophilic aromatic substitution of the para-F atoms of the pentafluorophenyl groups. This reaction, which was fortuitously discovered by Kadish and collaborators in 1990, is now being extensively used to synthesize porphyrins bearing electron-donating substituents in the para-position of their meso-aryl groups. This mini-review highlights the methods of synthesis of 5,10,15,20-tetrakis(pentafluorophenyl)porphyrin, the use of its metal complexes in catalysis and its reaction with nucleophiles to yield new monomeric porphyrins, porphyrins supported in polymers or new polymeric porphyrin matrices useful for heterogeneous catalysis.

Dedicated to Professor Karl M. Kadish on the occasion of his 65^th birthday

Keywords:

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Vol. 15, No. 11n12

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Received 14 May 2011

Accepted 17 June 2011

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5,10,15,20-tetrakis(pentafluorophenyl)porphyrin: a versatile platform to novel porphyrinic materials

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5,10,15,20-tetrakis(pentafluorophenyl)porphyrin: a versatile platform to novel porphyrinic materials

Abstract

References

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