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Issue 16, 2017
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Synthesis of porous polymeric metalloporphyrins for highly efficient oxidation of cyclohexane in heterogeneous systems

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Abstract

Herein, porphyrin-conjugated organic polymers, Mn(III)P-CMP and Fe(III)P-CMP, were synthesized by Suzuki coupling reaction with manganese/iron tetraphenylporphyrin (T(p-Br)PPMn/FeCl) and 1,4-phenyldiboronic acid as building blocks. The structures of the pore and surface were characterized by nitrogen adsorption and desorption isotherm, FE-SEM, and HR-TEM. The electrochemical behavior of Mn(III)P-CMP was tested by cyclic voltammetry. For the catalytic oxidation of higher inert C–H bond in cyclohexane, Mn(III)P-CMP and Fe(III)P-CMP with hyper-conjugated and microporous structures functioned better than the monomer metalloporphyrin. With MnP-CMP as the preferred catalyst, after 3.5 h of reaction, the yield of cyclohexanol and cyclohexanone was 21.6%, and the conversion of cyclohexane reached 29.9% at the Mn3+/cyclohexane molar ratio of 1/168 000, 150 °C, and 0.8 MPa. Mn(III)P-CMP and Fe(III)P-CMP were structurally stable and insoluble in common solvents and hardly degraded below 300 °C; hence, they had excellent reusability.

Graphical abstract: Synthesis of porous polymeric metalloporphyrins for highly efficient oxidation of cyclohexane in heterogeneous systems

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Publication details

The article was received on 16 Feb 2017, accepted on 26 Jun 2017 and first published on 26 Jun 2017


Article type: Paper
DOI: 10.1039/C7NJ00564D
Citation: New J. Chem., 2017,41, 8214-8221
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    Synthesis of porous polymeric metalloporphyrins for highly efficient oxidation of cyclohexane in heterogeneous systems

    Y. Li, C. Liu and W. Yang, New J. Chem., 2017, 41, 8214
    DOI: 10.1039/C7NJ00564D

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