(Pyridin-2-ylmethyl)porphyrins: synthesis, characterization and C–N oxidative fusion attempts
A new route for the synthesis of meso-(pyridin-2-ylmethyl)porphyrins was developed, based on the nucleophilic attack of (pyridin-2-ylmethyl)lithium reagent on a porphyrin bearing one free meso position. The latter is then metalated with Zn(II) and Ni(II). These products were characterized by NMR spe...
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Académie des sciences
2024-06-01
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| Series: | Comptes Rendus. Chimie |
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| Online Access: | https://comptes-rendus.academie-sciences.fr/chimie/articles/10.5802/crchim.307/ |
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| author | Berthelot, Mathieu Echaubard, Julie Bousfiha, Asmae Devillers, Charles H. |
| author_facet | Berthelot, Mathieu Echaubard, Julie Bousfiha, Asmae Devillers, Charles H. |
| author_sort | Berthelot, Mathieu |
| collection | DOAJ |
| description | A new route for the synthesis of meso-(pyridin-2-ylmethyl)porphyrins was developed, based on the nucleophilic attack of (pyridin-2-ylmethyl)lithium reagent on a porphyrin bearing one free meso position. The latter is then metalated with Zn(II) and Ni(II). These products were characterized by NMR spectroscopy, UV–visible absorption spectroscopy, mass spectrometry and electrochemistry. Attempts to generate the C–N-fused compound by oxidation (new bond between the nitrogen of the pyridinyl substituent and the β-pyrrolic position of the porphyrin) are also described. |
| format | Article |
| id | doaj-art-105c74f910db40baba4cd1323d8840cc |
| institution | Kabale University |
| issn | 1878-1543 |
| language | English |
| publishDate | 2024-06-01 |
| publisher | Académie des sciences |
| record_format | Article |
| series | Comptes Rendus. Chimie |
| spelling | doaj-art-105c74f910db40baba4cd1323d8840cc2025-02-07T13:39:09ZengAcadémie des sciencesComptes Rendus. Chimie1878-15432024-06-0127S1778910.5802/crchim.30710.5802/crchim.307(Pyridin-2-ylmethyl)porphyrins: synthesis, characterization and C–N oxidative fusion attemptsBerthelot, Mathieu0https://orcid.org/0009-0005-0205-9465Echaubard, Julie1Bousfiha, Asmae2Devillers, Charles H.3https://orcid.org/0000-0001-9078-7035Institut de Chimie Moléculaire de l’Université de Bourgogne, UMR CNRS 6302, Université de Bourgogne, Faculté des Sciences Mirande, Aile B-Chimie, 9 avenue Alain Savary - BP 47870, 21078 DIJON Cedex, FranceInstitut de Chimie Moléculaire de l’Université de Bourgogne, UMR CNRS 6302, Université de Bourgogne, Faculté des Sciences Mirande, Aile B-Chimie, 9 avenue Alain Savary - BP 47870, 21078 DIJON Cedex, FranceInstitut de Chimie Moléculaire de l’Université de Bourgogne, UMR CNRS 6302, Université de Bourgogne, Faculté des Sciences Mirande, Aile B-Chimie, 9 avenue Alain Savary - BP 47870, 21078 DIJON Cedex, FranceInstitut de Chimie Moléculaire de l’Université de Bourgogne, UMR CNRS 6302, Université de Bourgogne, Faculté des Sciences Mirande, Aile B-Chimie, 9 avenue Alain Savary - BP 47870, 21078 DIJON Cedex, FranceA new route for the synthesis of meso-(pyridin-2-ylmethyl)porphyrins was developed, based on the nucleophilic attack of (pyridin-2-ylmethyl)lithium reagent on a porphyrin bearing one free meso position. The latter is then metalated with Zn(II) and Ni(II). These products were characterized by NMR spectroscopy, UV–visible absorption spectroscopy, mass spectrometry and electrochemistry. Attempts to generate the C–N-fused compound by oxidation (new bond between the nitrogen of the pyridinyl substituent and the β-pyrrolic position of the porphyrin) are also described.https://comptes-rendus.academie-sciences.fr/chimie/articles/10.5802/crchim.307/PyridinylporphyrinPyridineOxidative C–N fusionπ-extensionCyclic voltammetryNMR spectroscopy |
| spellingShingle | Berthelot, Mathieu Echaubard, Julie Bousfiha, Asmae Devillers, Charles H. (Pyridin-2-ylmethyl)porphyrins: synthesis, characterization and C–N oxidative fusion attempts Comptes Rendus. Chimie Pyridinylporphyrin Pyridine Oxidative C–N fusion π-extension Cyclic voltammetry NMR spectroscopy |
| title | (Pyridin-2-ylmethyl)porphyrins: synthesis, characterization and C–N oxidative fusion attempts |
| title_full | (Pyridin-2-ylmethyl)porphyrins: synthesis, characterization and C–N oxidative fusion attempts |
| title_fullStr | (Pyridin-2-ylmethyl)porphyrins: synthesis, characterization and C–N oxidative fusion attempts |
| title_full_unstemmed | (Pyridin-2-ylmethyl)porphyrins: synthesis, characterization and C–N oxidative fusion attempts |
| title_short | (Pyridin-2-ylmethyl)porphyrins: synthesis, characterization and C–N oxidative fusion attempts |
| title_sort | pyridin 2 ylmethyl porphyrins synthesis characterization and c n oxidative fusion attempts |
| topic | Pyridinylporphyrin Pyridine Oxidative C–N fusion π-extension Cyclic voltammetry NMR spectroscopy |
| url | https://comptes-rendus.academie-sciences.fr/chimie/articles/10.5802/crchim.307/ |
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