Galactodendritic porphyrinic conjugates as new biomimetic catalysts for oxidation reactions

Kelly A.D.F. Castro, Sandrina Silva, Patrícia M.R. Pereira, Mário M.Q. Simões, Maria Da Graça P.M.S. Neves, José A.S. Cavaleiro, Fernando Wypych, João P.C. Tomé, Shirley Nakagaki

Research output: Contribution to journalArticlepeer-review

35 Scopus citations


This work employed [5,10,15,20-tetrakis(pentafluorophenyl)porphyrin] ([H2(TPPF20)], H2P1) as the platform to prepare a tetrasubstituted galactodendritic conjugate porphyrin (H2P3). After metalation with excess copper(II) acetate, H2P3 afforded a new solid porphyrin material, Cu4CuP3S. This work also assessed the ability of the copper(II) complex (CuP3) of H2P3 to coordinate with zinc(II) acetate, to yield the new material Zn4CuP3S. UV-visible, Fourier transform infrared, and electron paramagnetic resonance spectroscopies aided full characterization of the synthesized solids. (Z)-Cyclooctene epoxidation under heterogeneous conditions helped to evaluate the catalytic activity of Cu4CuP3S and Zn4CuP3S. The efficiency of Cu4CuP3S in the oxidation of another organic substrate, catechol, was also investigated. According to the results obtained in the heterogeneous process, Cu4CuP3S mimicked the activity of cytochrome P-450 and catecholase. In addition, Cu4CuP3S was reusable after recovery and reactivation. The data obtained herein were compared with the results achieved for the copper complex (CuP1) of [H2(TPPF20)] and for CuP3 under homogeneous conditions.

Original languageEnglish
Pages (from-to)4382-4393
Number of pages12
JournalInorganic Chemistry
Issue number9
StatePublished - May 4 2015


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