Deep Eutectic Solvent Compatible Metallic Catalysts: Cationic Pyridiniophosphine Ligands in Palladium Catalyzed Cross-Coupling Reactions
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http://hdl.handle.net/10045/65452
Títol: | Deep Eutectic Solvent Compatible Metallic Catalysts: Cationic Pyridiniophosphine Ligands in Palladium Catalyzed Cross-Coupling Reactions |
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Autors: | Marset, Xavier | Khoshnood, Abbas | Sotorríos, Lia | Gómez Bengoa, Enrique | Alonso, Diego A. | Ramón, Diego J. |
Grups d'investigació o GITE: | Catálisis Estereoselectiva en Síntesis Orgánica (CESO) | Nuevos Materiales y Catalizadores (MATCAT) |
Centre, Departament o Servei: | Universidad de Alicante. Departamento de Química Orgánica | Universidad de Alicante. Instituto Universitario de Síntesis Orgánica |
Paraules clau: | Cross-coupling | Green chemistry | Palladium | Phosphane ligands | Solvent effects |
Àrees de coneixement: | Química Orgánica |
Data de publicació: | 7-d’abril-2017 |
Editor: | Wiley-VCH Verlag GmbH & Co. KGaA |
Citació bibliogràfica: | ChemCatChem. 2017, 9(7): 1269-1275. doi:10.1002/cctc.201601544 |
Resum: | Cationic pyridiniophosphine ligands have been synthetized in an attempt to develop a deep eutectic solvents (DESs) compatible catalytic systems. These ligands, in combination with PdCl2, have been successfully applied to different palladium-catalyzed cross coupling reactions, such as Suzuki–Miyaura, Sonogashira, or Heck couplings. While traditional palladium ligands in DES medium failed to reproduce the results obtained in VOC solvents, these cationic phosphines improved the catalytic activity of palladium as no other traditional ligand could in such a polar medium. In addition, the recyclability of these processes was studied, allowing us to reuse both, catalyst and solvent up to 5 times in Suzuki and Sonogashira reactions without a significant drop in the catalytic activity. Regarding the structure of the Pd catalysts, titration, NMR, and DFT studies have clearly demonstrated the coordination properties of the DES-compatible cationic phosphine ligands. |
Patrocinadors: | Financial support from the University of Alicante (UAUSTI16-03, UAUSTI16-10, VIGROB-173, VIGROB-285), the Spanish Ministerio de Economía, Industria y Competitividad (CTQ2015-66624-P) as well as the UPV-EHV for technical and human support provided by IZO-SGI SGIker. XM thanks MINECO (PEJ-2014-P-00290) and Generalitat Valenciana (ACIF/2016/057) for fellowships. |
URI: | http://hdl.handle.net/10045/65452 |
ISSN: | 1867-3880 (Print) | 1867-3899 (Online) |
DOI: | 10.1002/cctc.201601544 |
Idioma: | eng |
Tipus: | info:eu-repo/semantics/article |
Drets: | © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim |
Revisió científica: | si |
Versió de l'editor: | http://dx.doi.org/10.1002/cctc.201601544 |
Apareix a la col·lecció: | INV - MATCAT - Artículos de Revistas INV - CESO - Artículos de Revistas INV - AMIC - Artículos de Revistas |
Arxius per aquest ítem:
Arxiu | Descripció | Tamany | Format | |
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2017_Marset_etal_ChemCatChem_final.pdf | Versión final (acceso restringido) | 1,39 MB | Adobe PDF | Obrir Sol·licitar una còpia |
2017_Marset_etal_ChemCatChem_accepted.pdf | Accepted Manuscript (acceso abierto) | 4,06 MB | Adobe PDF | Obrir Vista prèvia |
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