Deep Eutectic Solvent Compatible Metallic Catalysts: Cationic Pyridiniophosphine Ligands in Palladium Catalyzed Cross-Coupling Reactions
Please use this identifier to cite or link to this item:
http://hdl.handle.net/10045/65452
Title: | Deep Eutectic Solvent Compatible Metallic Catalysts: Cationic Pyridiniophosphine Ligands in Palladium Catalyzed Cross-Coupling Reactions |
---|---|
Authors: | Marset, Xavier | Khoshnood, Abbas | Sotorríos, Lia | Gómez Bengoa, Enrique | Alonso, Diego A. | Ramón, Diego J. |
Research Group/s: | Catálisis Estereoselectiva en Síntesis Orgánica (CESO) | Nuevos Materiales y Catalizadores (MATCAT) |
Center, Department or Service: | Universidad de Alicante. Departamento de Química Orgánica | Universidad de Alicante. Instituto Universitario de Síntesis Orgánica |
Keywords: | Cross-coupling | Green chemistry | Palladium | Phosphane ligands | Solvent effects |
Knowledge Area: | Química Orgánica |
Issue Date: | 7-Apr-2017 |
Publisher: | Wiley-VCH Verlag GmbH & Co. KGaA |
Citation: | ChemCatChem. 2017, 9(7): 1269-1275. doi:10.1002/cctc.201601544 |
Abstract: | 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. |
Sponsor: | 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 |
Language: | eng |
Type: | info:eu-repo/semantics/article |
Rights: | © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim |
Peer Review: | si |
Publisher version: | http://dx.doi.org/10.1002/cctc.201601544 |
Appears in Collections: | INV - MATCAT - Artículos de Revistas INV - CESO - Artículos de Revistas INV - AMIC - Artículos de Revistas |
Files in This Item:
File | Description | Size | Format | |
---|---|---|---|---|
2017_Marset_etal_ChemCatChem_final.pdf | Versión final (acceso restringido) | 1,39 MB | Adobe PDF | Open Request a copy |
2017_Marset_etal_ChemCatChem_accepted.pdf | Accepted Manuscript (acceso abierto) | 4,06 MB | Adobe PDF | Open Preview |
Items in RUA are protected by copyright, with all rights reserved, unless otherwise indicated.