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Galactodendritic porphyrinic conjugates as new biomimetic catalysts for oxidation reactions

(2015) INORGANIC CHEMISTRY. 54(9). p.4382-4393
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Abstract
This work employed [5,10,15,20-tetrakis(pentafluorophenyl)porphyrin] ([H-2(TPPF20)], H(2)P1) as the platform to prepare a tetrasubstituted galactodendritic conjugate porphyrin (H(2)P3). After metalation with excess copper(II) acetate, H(2)P3 afforded a new solid porphyrin material, Cu(4)CuP3S. This work also assessed the ability of the copper(II) complex (CuP3) of H(2)P3 to coordinate with zinc(II) acetate, to yield the new material Zn4CuP3S. UVvisible, 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 Cu(4)CuP3S and Zn(4)CuP3S. The efficiency of Cu(4)CuP3S in the oxidation of another organic substrate, catechol, was also investigated. According to the results obtained in the heterogeneous process, Cu(4)CuP3S mimicked the activity of cytochrome P-450 and catecholase. In addition, Cu(4)CuP3S was reusable after recovery and reactivation. The data obtained herein were compared with the results achieved for the copper complex (CuP1) of [H-2(TPPF20)] and for CuP3 under homogeneous conditions.
Keywords
CATECHOL OXIDATION, HETEROGENEOUS CATALYSTS, TRYPANOSOMA-CRUZI, PHTHALOCYANINE COMPLEXES, CYTOCHROME-P450 ENZYMES, PHOTODYNAMIC INACTIVATION, ELECTRON-SPIN-RESONANCE, LAYERED DOUBLE HYDROXIDES, METAL-ORGANIC FRAMEWORKS, MANGANESE PORPHYRINS

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Citation

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MLA
Castro, Kelly ADF et al. “Galactodendritic Porphyrinic Conjugates as New Biomimetic Catalysts for Oxidation Reactions.” INORGANIC CHEMISTRY 54.9 (2015): 4382–4393. Print.
APA
Castro, K. A., Silva, S., Pereira, P. M., Simoes, M. M., Neves, M. da G. P., Cavaleiro, J. A., Wypych, F., et al. (2015). Galactodendritic porphyrinic conjugates as new biomimetic catalysts for oxidation reactions. INORGANIC CHEMISTRY, 54(9), 4382–4393.
Chicago author-date
Castro, Kelly ADF, Sandrina Silva, Patrícia MR Pereira, Mario MQ Simoes, Maria da Graca PMS Neves, José AS Cavaleiro, Fernando Wypych, João Tomé, and Shirley Nakagaki. 2015. “Galactodendritic Porphyrinic Conjugates as New Biomimetic Catalysts for Oxidation Reactions.” Inorganic Chemistry 54 (9): 4382–4393.
Chicago author-date (all authors)
Castro, Kelly ADF, Sandrina Silva, Patrícia MR Pereira, Mario MQ Simoes, Maria da Graca PMS Neves, José AS Cavaleiro, Fernando Wypych, João Tomé, and Shirley Nakagaki. 2015. “Galactodendritic Porphyrinic Conjugates as New Biomimetic Catalysts for Oxidation Reactions.” Inorganic Chemistry 54 (9): 4382–4393.
Vancouver
1.
Castro KA, Silva S, Pereira PM, Simoes MM, Neves M da GP, Cavaleiro JA, et al. Galactodendritic porphyrinic conjugates as new biomimetic catalysts for oxidation reactions. INORGANIC CHEMISTRY. 2015;54(9):4382–93.
IEEE
[1]
K. A. Castro et al., “Galactodendritic porphyrinic conjugates as new biomimetic catalysts for oxidation reactions,” INORGANIC CHEMISTRY, vol. 54, no. 9, pp. 4382–4393, 2015.
@article{7139955,
  abstract     = {This work employed [5,10,15,20-tetrakis(pentafluorophenyl)porphyrin] ([H-2(TPPF20)], H(2)P1) as the platform to prepare a tetrasubstituted galactodendritic conjugate porphyrin (H(2)P3). After metalation with excess copper(II) acetate, H(2)P3 afforded a new solid porphyrin material, Cu(4)CuP3S. This work also assessed the ability of the copper(II) complex (CuP3) of H(2)P3 to coordinate with zinc(II) acetate, to yield the new material Zn4CuP3S. UVvisible, 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 Cu(4)CuP3S and Zn(4)CuP3S. The efficiency of Cu(4)CuP3S in the oxidation of another organic substrate, catechol, was also investigated. According to the results obtained in the heterogeneous process, Cu(4)CuP3S mimicked the activity of cytochrome P-450 and catecholase. In addition, Cu(4)CuP3S was reusable after recovery and reactivation. The data obtained herein were compared with the results achieved for the copper complex (CuP1) of [H-2(TPPF20)] and for CuP3 under homogeneous conditions.},
  author       = {Castro, Kelly ADF and Silva, Sandrina and Pereira, Patrícia MR and Simoes, Mario MQ and Neves, Maria da Graca PMS and Cavaleiro, José AS and Wypych, Fernando and Tomé, João and Nakagaki, Shirley},
  issn         = {0020-1669},
  journal      = {INORGANIC CHEMISTRY},
  keywords     = {CATECHOL OXIDATION,HETEROGENEOUS CATALYSTS,TRYPANOSOMA-CRUZI,PHTHALOCYANINE COMPLEXES,CYTOCHROME-P450 ENZYMES,PHOTODYNAMIC INACTIVATION,ELECTRON-SPIN-RESONANCE,LAYERED DOUBLE HYDROXIDES,METAL-ORGANIC FRAMEWORKS,MANGANESE PORPHYRINS},
  language     = {eng},
  number       = {9},
  pages        = {4382--4393},
  title        = {Galactodendritic porphyrinic conjugates as new biomimetic catalysts for oxidation reactions},
  url          = {http://dx.doi.org/10.1021/acs.inorgchem.5600196},
  volume       = {54},
  year         = {2015},
}

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