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
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