Thiol-Functionalized Ethylene Periodic Mesoporous Organosilica as an Efficient Scavenger for Palladium: Confirming the Homogeneous Character of the Suzuki Reaction
Autor: | Dolores Esquivel, César Jiménez-Sanchidrián, Francisco J. Romero-Salguero, María Isabel López, Pascal Van Der Voort |
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Přispěvatelé: | Van Der Voort, Pascal |
Rok vydání: | 2019 |
Předmět: |
LIGAND-FREE PALLADIUM
Suzuki cross-coupling reaction chemistry.chemical_element 02 engineering and technology HECK REACTION 010402 general chemistry lcsh:Technology 01 natural sciences Coupling reaction Article Catalysis chemistry.chemical_compound Suzuki reaction periodic mesoporous organosilicas Heck reaction Polymer chemistry NANOPARTICLES BRIDGING GROUPS thiol-functionalized organosilicas General Materials Science SILICA Phenylboronic acid lcsh:Microscopy lcsh:QC120-168.85 COMPLEX lcsh:QH201-278.5 lcsh:T Chemistry Pd scavenger ADSORBENT 021001 nanoscience & nanotechnology ORGANIC GROUPS 0104 chemical sciences Pd-supported catalysts Mesoporous organosilica HETEROGENEOUS CATALYSIS lcsh:TA1-2040 CROSS-COUPLING REACTIONS lcsh:Descriptive and experimental mechanics lcsh:Electrical engineering. Electronics. Nuclear engineering lcsh:Engineering (General). Civil engineering (General) 0210 nano-technology Mesoporous material lcsh:TK1-9971 Palladium |
Zdroj: | Materials Volume 13 Issue 3 Materials, Vol 13, Iss 3, p 623 (2020) MATERIALS |
ISSN: | 1996-1944 |
Popis: | This work describes the synthesis of thiol-functionalized periodic mesoporous organosilicas (PMOs) prepared using the precursor 1-thiol-1,2-bis(triethoxysilyl)ethane, alone or mixed with 1,2-bis(triethoxysilyl)ethane. The thiol groups incorporated into the structure were found to be efficient for palladium binding. This has allowed these materials to be used as catalysts in the Suzuki cross-coupling reaction of bromobenzene and phenylboronic acid. Their performance has been compared to palladium-supported periodic mesoporous (organo)silicas and important differences have been observed between them. The use of different heterogeneity tests, such as hot filtration test and poisoning experiments, has provided a deep insight into the reaction mechanism and has confirmed that the reaction occurs in the homogeneous phase following a &ldquo release and catch&rdquo mechanism. Furthermore, the thiol-functionalized periodic mesoporous organosilica, synthesized using only 1-thiol-1,2-bis(triethoxysilyl)ethane as a precursor, has proven to be an efficient palladium scavenger. |
Databáze: | OpenAIRE |
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