The post-functionalization of Co(iii)PPh3 triarylcorroles through Suzuki-Miyaura couplings and their tunable electrochemically-catalyzed hydrogen evolution and oxygen reduction.

The post-functionalization of six novel symmetric and asymmetric meso-expanded Co(iii) corroles through Suzuki-Miyaura coupling reactions has been successfully accomplished and is reported along with their structural characterization. An analysis of the structure-property relationships of the optical and redox properties of the corroles has been carried out by comparing their optical spectra and their electrochemical properties. The results demonstrate that post-functionalized meso-expanded Co(iii) triarylcorroles exhibit enhanced electrocatalyzed oxygen reduction reaction (ORR) activity and that their reactivity can be controlled by modulating the electronic structure, the functionalization and the number of coupled meso-substituents.

[1]  B. Ding,et al.  Carbon-Nanoplated CoS@TiO2 Nanofibrous Membrane: An Interface-Engineered Heterojunction for High-Efficiency Electrocatalytic Nitrogen Reduction. , 2019, Angewandte Chemie.

[2]  D. Major,et al.  Combined Experimental and Theoretical Study of Cobalt Corroles as Catalysts for Oxygen Reduction Reaction , 2019 .

[3]  Chenghua Sun,et al.  K+ Ion Assisted Regeneration of Active Cyano Groups in Carbon Nitride Nanoribbons for Visible-Light Driven Photocatalytic Nitrogen Reduction. , 2019, Angewandte Chemie.

[4]  F. Pan,et al.  Electrochemical Nitrogen Reduction Reaction Performance of Single-Boron Catalysts Tuned by MXene Substrates. , 2019, The journal of physical chemistry letters.

[5]  Weiguo Song,et al.  Revealing important role of graphitic carbon nitride surface catalytic activity in photocatalytic hydrogen evolution by using different carbon co-catalysts , 2019, Applied Surface Science.

[6]  H. Kuo,et al.  Electrochemically active novel amorphous carbon (a-C)/Cu3P peapod nanowires by low-temperature chemical vapor phosphorization reaction as high efficient electrocatalysts for hydrogen evolution reaction , 2019, Electrochimica Acta.

[7]  P. Kozlowski,et al.  Utilizing Charge Effects and Minimizing Intramolecular Proton Rearrangement to Improve the Overpotential of a Thiosemicarbazonato Zinc HER Catalyst. , 2019, Inorganic chemistry.

[8]  Md. Sahadat Hossain,et al.  Electrocatalytic activity of cobalt tris(4-nitrophenyl)corrole for hydrogen evolution from water , 2019, Journal of Coordination Chemistry.

[9]  A. Paul,et al.  Aminophenyl-substituted cobalt(iii) corrole: a bifunctional electrocatalyst for the oxygen and hydrogen evolution reactions. , 2019, Dalton transactions.

[10]  J. Ho,et al.  Cerium Phosphate as a Novel Cocatalyst Promoting NiCo2O4 Nanowire Arrays for Efficient and Robust Electrocatalytic Oxygen Evolution , 2019, ACS Applied Energy Materials.

[11]  Huisheng Peng,et al.  A highly efficient alkaline HER Co–Mo bimetallic carbide catalyst with an optimized Mo d-orbital electronic state , 2019, Journal of Materials Chemistry A.

[12]  Rui Cao,et al.  Attaching Cobalt Corroles onto Carbon Nanotubes: Verification of Four-Electron Oxygen Reduction by Mononuclear Cobalt Complexes with Significantly Improved Efficiency , 2019, ACS Catalysis.

[13]  G. Moore,et al.  Electrocatalytic Properties of Binuclear Cu(II) Fused Porphyrins for Hydrogen Evolution , 2018, ACS Catalysis.

[14]  T. Teranishi,et al.  Ligand effect on the catalytic activity of porphyrin-protected gold clusters in the electrochemical hydrogen evolution reaction† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c7sc03997b , 2017, Chemical science.

[15]  Kevin J. Gagnon,et al.  Cobalt- and Rhodium-Corrole-Triphenylphosphine Complexes Revisited: The Question of a Noninnocent Corrole. , 2017, Inorganic chemistry.

[16]  D. Major,et al.  A surprising substituent effect in corroles on the electrochemical activation of oxygen reduction. , 2017, Chemical communications.

[17]  Rui Cao,et al.  Graphene-Supported Pyrene-Modified Cobalt Corrole with Axial Triphenylphosphine for Enhanced Hydrogen Evolution in pH 0-14 Aqueous Solutions. , 2017, ChemSusChem.

[18]  Weihua Zhu,et al.  Halogen substituted A2B type Co(III)triarylcorroles: Synthesis, electronic structure and two step modulation of electrocatalyzed hydrogen evolution reactions , 2017 .

[19]  Weihua Zhu,et al.  Cu(iii)triarylcorroles with asymmetric push-pull meso-substitutions: tunable molecular electrochemically catalyzed hydrogen evolution. , 2017, Dalton transactions.

[20]  M. Neves,et al.  Strategies for Corrole Functionalization. , 2017, Chemical reviews.

[21]  Rui Cao,et al.  Energy-Related Small Molecule Activation Reactions: Oxygen Reduction and Hydrogen and Oxygen Evolution Reactions Catalyzed by Porphyrin- and Corrole-Based Systems. , 2017, Chemical reviews.

[22]  Pingwu Du,et al.  Pyrolyzed cobalt porphyrin-based conjugated mesoporous polymers as bifunctional catalysts for hydrogen production and oxygen evolution in water. , 2016, Chemical communications.

[23]  Rui Cao,et al.  Noncovalent Immobilization of a Pyrene-Modified Cobalt Corrole on Carbon Supports for Enhanced Electrocatalytic Oxygen Reduction and Oxygen Evolution in Aqueous Solutions , 2016 .

[24]  Weihua Zhu,et al.  Tuning the synthetic cobalt(III)corroles electroreductive catalyzed lindane dehalogenation reactivity through meso-substituents , 2016 .

[25]  J. Tomé,et al.  New platinum(II)-bipyridyl corrole complexes: Synthesis, characterization and binding studies with DNA and HSA. , 2015, Journal of inorganic biochemistry.

[26]  R. Paolesse,et al.  Corrole and nucleophilic aromatic substitution are not incompatible: a novel route to 2,3-difunctionalized copper corrolates. , 2015, Organic & biomolecular chemistry.

[27]  R. Paolesse,et al.  3-NO2-5,10,15-triarylcorrolato-Cu as a versatile platform for synthesis of novel 3-functionalized corrole derivatives. , 2014, Organic & biomolecular chemistry.

[28]  L. Giribabu,et al.  Intramolecular photoinduced reactions in corrole-pyrene and corrole-fluorene dyad systems , 2014 .

[29]  R. Paolesse,et al.  Synthesis and characterization of functionalized meso-triaryltetrabenzocorroles. , 2013, Inorganic chemistry.

[30]  H. Hirao,et al.  How is a metabolic intermediate formed in the mechanism-based inactivation of cytochrome P450 by using 1,1-dimethylhydrazine: hydrogen abstraction or nitrogen oxidation? , 2013, Chemistry.

[31]  T. Balaban,et al.  Synthesis and Characterization of Copper Undecaarylcorroles and the First Undecaarylcorrole Free Base , 2012 .

[32]  B. Kräutler,et al.  Corroles programmed for regioselective cycloaddition chemistry — synthesis of a bisadduct with C60-fullerene , 2012 .

[33]  Bo Wang,et al.  Experimental study on CCl4/CH4/O2/N2 oxidation , 2010 .

[34]  D. Gryko,et al.  Energy- and Electron-Transfer Processes in Corrole−Perylenebisimide−Triphenylamine Array , 2008 .

[35]  Z. Gross,et al.  Gallium(III) Corroles , 2005 .

[36]  D. Gryko,et al.  Refined methods for the synthesis of meso-substituted A3- and trans-A2B-corroles. , 2003, Organic & biomolecular chemistry.

[37]  Z. Gross,et al.  The First Direct Synthesis of Corroles from Pyrrole. , 1999, Angewandte Chemie.

[38]  Kevin M. Smith,et al.  5,10,15-Triphenylcorrole: a product from a modified Rothemund reaction , 1999 .