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Hydrogen gas generation using a metal-free fluorinated porphyrin.


ABSTRACT: Free-base meso-tetra(pentafluorophenyl)porphyrin, 1, is electrocatalytically active for hydrogen gas generation in the presence of p-toluenesulfonic acid. The electrochemical potential of hydrogen evolution (-1.31 V vs. Fc/Fc+ in THF) is comparable to those of metal containing electrocatalysts such as metallated porphyrins or other metallated macrocycles. Combining experimental observations and DFT computations, we propose the most favorable hydrogen generation mechanism to be a (1) reduction, (2) protonation, (3) reduction, (4) protonation (E-P-E-P) pathway.

SUBMITTER: Wu Y 

PROVIDER: S-EPMC5969493 | biostudies-literature | 2018 May

REPOSITORIES: biostudies-literature

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Hydrogen gas generation using a metal-free fluorinated porphyrin.

Wu Yanyu Y   Rodríguez-López Nancy N   Villagrán Dino D  

Chemical science 20180430 20


Free-base <i>meso</i>-tetra(pentafluorophenyl)porphyrin, <b>1</b>, is electrocatalytically active for hydrogen gas generation in the presence of <i>p</i>-toluenesulfonic acid. The electrochemical potential of hydrogen evolution (-1.31 V <i>vs.</i> Fc/Fc<sup>+</sup> in THF) is comparable to those of metal containing electrocatalysts such as metallated porphyrins or other metallated macrocycles. Combining experimental observations and DFT computations, we propose the most favorable hydrogen genera  ...[more]

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