Azolium‐Porphyrin Electrosynthesis

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Autores principales: Fatima Akhssas, Rongning Lin, Michal Trojan, Ludivine Poyac, Nesrine Amiri, Thibault Ertel, Sophie Fournier, Emmanuel Lerayer, Hélène Cattey, Sébastien Clément, Sébastien Richeter, Charles H. Devillers
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Publicado: Wiley 2024
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author Fatima Akhssas
Rongning Lin
Michal Trojan
Ludivine Poyac
Nesrine Amiri
Thibault Ertel
Sophie Fournier
Emmanuel Lerayer
Hélène Cattey
Sébastien Clément
Sébastien Richeter
Charles H. Devillers
author_facet Fatima Akhssas
Rongning Lin
Michal Trojan
Ludivine Poyac
Nesrine Amiri
Thibault Ertel
Sophie Fournier
Emmanuel Lerayer
Hélène Cattey
Sébastien Clément
Sébastien Richeter
Charles H. Devillers
Fatima Akhssas
Rongning Lin
Michal Trojan
Ludivine Poyac
Nesrine Amiri
Thibault Ertel
Sophie Fournier
Emmanuel Lerayer
Hélène Cattey
Sébastien Clément
Sébastien Richeter
Charles H. Devillers
collection Wiley Open Access
contents Azolium‐Porphyrin Electrosynthesis Fatima Akhssas Rongning Lin Michal Trojan Ludivine Poyac Nesrine Amiri Thibault Ertel Sophie Fournier Emmanuel Lerayer Hélène Cattey Sébastien Clément Sébastien Richeter Charles H. Devillers ChemSusChem AbstractElectrochemical oxidation of Zn(II) 2,7,12,17‐tetra‐tert‐butylporphyrin in the presence of a series of azole derivatives (1‐methylimidazole, 1‐vinyl‐1H‐imidazole, 2‐(1H‐imidazol‐1‐yl)pyridine, 1‐methylbenzimidazole, 1‐methyl‐1H‐1,2,4‐triazole, and benzothiazole) affords the corresponding meso‐substituted azolium‐porphyrins in very mild conditions and good yields. It was found that these nucleophiles were strongly ligated to the zinc(II) azolium‐porphyrin complexes. Thus a demetalation/remetalation procedure was performed to recover the non‐azole‐coordinated zinc(II) complexes. X‐ray crystallographic structures of three azolium‐porphyrins were solved. Cyclic voltammetry analyses provided insight into the electron‐withdrawing effect of the azolium substituents. 10.1002/cssc.202401439 http://creativecommons.org/licenses/by/4.0/
doi_str_mv 10.1002/cssc.202401439
format Artículo Open Access
id wiley_oa_10_1002_cssc_202401439
institution Wiley Open Access
license_str_mv http://creativecommons.org/licenses/by/4.0/
publishDate 2024
publisher Wiley
record_format wiley_oa
spellingShingle Azolium‐Porphyrin Electrosynthesis
Fatima Akhssas
Rongning Lin
Michal Trojan
Ludivine Poyac
Nesrine Amiri
Thibault Ertel
Sophie Fournier
Emmanuel Lerayer
Hélène Cattey
Sébastien Clément
Sébastien Richeter
Charles H. Devillers
ChemSusChem
Azolium‐Porphyrin Electrosynthesis Fatima Akhssas Rongning Lin Michal Trojan Ludivine Poyac Nesrine Amiri Thibault Ertel Sophie Fournier Emmanuel Lerayer Hélène Cattey Sébastien Clément Sébastien Richeter Charles H. Devillers ChemSusChem AbstractElectrochemical oxidation of Zn(II) 2,7,12,17‐tetra‐tert‐butylporphyrin in the presence of a series of azole derivatives (1‐methylimidazole, 1‐vinyl‐1H‐imidazole, 2‐(1H‐imidazol‐1‐yl)pyridine, 1‐methylbenzimidazole, 1‐methyl‐1H‐1,2,4‐triazole, and benzothiazole) affords the corresponding meso‐substituted azolium‐porphyrins in very mild conditions and good yields. It was found that these nucleophiles were strongly ligated to the zinc(II) azolium‐porphyrin complexes. Thus a demetalation/remetalation procedure was performed to recover the non‐azole‐coordinated zinc(II) complexes. X‐ray crystallographic structures of three azolium‐porphyrins were solved. Cyclic voltammetry analyses provided insight into the electron‐withdrawing effect of the azolium substituents. 10.1002/cssc.202401439 http://creativecommons.org/licenses/by/4.0/
title Azolium‐Porphyrin Electrosynthesis
topic ChemSusChem
url https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/cssc.202401439