Hydrogen gas generation using a metal-free fluorinated porphyrin

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 suc...

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Detalles Bibliográficos
Autores principales: Wu, Yanyu, Rodríguez-López, Nancy, Villagrán, Dino
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2018
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5969493/
https://www.ncbi.nlm.nih.gov/pubmed/29899963
http://dx.doi.org/10.1039/c8sc00093j
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author Wu, Yanyu
Rodríguez-López, Nancy
Villagrán, Dino
author_facet Wu, Yanyu
Rodríguez-López, Nancy
Villagrán, Dino
author_sort Wu, Yanyu
collection PubMed
description 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.
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spelling pubmed-59694932018-06-13 Hydrogen gas generation using a metal-free fluorinated porphyrin Wu, Yanyu Rodríguez-López, Nancy Villagrán, Dino Chem Sci Chemistry 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. Royal Society of Chemistry 2018-04-30 /pmc/articles/PMC5969493/ /pubmed/29899963 http://dx.doi.org/10.1039/c8sc00093j Text en This journal is © The Royal Society of Chemistry 2018 http://creativecommons.org/licenses/by-nc/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution Non Commercial 3.0 Unported Licence (CC BY-NC 3.0)
spellingShingle Chemistry
Wu, Yanyu
Rodríguez-López, Nancy
Villagrán, Dino
Hydrogen gas generation using a metal-free fluorinated porphyrin
title Hydrogen gas generation using a metal-free fluorinated porphyrin
title_full Hydrogen gas generation using a metal-free fluorinated porphyrin
title_fullStr Hydrogen gas generation using a metal-free fluorinated porphyrin
title_full_unstemmed Hydrogen gas generation using a metal-free fluorinated porphyrin
title_short Hydrogen gas generation using a metal-free fluorinated porphyrin
title_sort hydrogen gas generation using a metal-free fluorinated porphyrin
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5969493/
https://www.ncbi.nlm.nih.gov/pubmed/29899963
http://dx.doi.org/10.1039/c8sc00093j
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AT villagrandino hydrogengasgenerationusingametalfreefluorinatedporphyrin

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