Upload
eadoin
View
41
Download
3
Embed Size (px)
DESCRIPTION
Mercaptopropyl-Modified Mesoporous Silica: A Remarkable Support for the Preparation of a Reusable, Heterogeneous Palladium Catalyst for Coupling Reactions. Cathleen M. Crudden,* Mutyala Sateesh, and Roxanne Lewis J. Am. Chem. Soc. 2005, 127, 10045. Palladium-Catalyzed Reactions. - PowerPoint PPT Presentation
Citation preview
Mercaptopropyl-Modified Mesoporous Silica: Mercaptopropyl-Modified Mesoporous Silica: A Remarkable Support for the Preparation of A Remarkable Support for the Preparation of
a Reusable, Heterogeneous Palladium Catalyst foa Reusable, Heterogeneous Palladium Catalyst for Coupling Reactionsr Coupling Reactions
Cathleen M. Crudden,* Mutyala Sateesh, and Roxanne LewisCathleen M. Crudden,* Mutyala Sateesh, and Roxanne Lewis
J. Am. Chem. Soc. J. Am. Chem. Soc. 2005, 2005, 127, 127, 1004510045
Palladium-Catalyzed ReactionsPalladium-Catalyzed Reactions
Pdcatalyst
Heck-, Suzuki-,
C-C coupling : Hydrogenation Other reactions
H2
Diels-Alder, Oxidation etc
Suzuki-ReactionSuzuki-Reaction
R1 R2
BOH
OH X
Pd-catalyst
Base
R1
R2
Heck ReactionHeck Reaction
Z
X
R
Pd catalysts
Base
R
Z+
X=Cl, Br, IZ=COOR, Ph
X=Cl, Br, I
www.bgu.ac.il/mesoporous/ html/kinetics.htm
為何使用為何使用 SBA-15SBA-15 作為載體作為載體
具多孔性 高表面積 表面的 silanol 密度高,有利 (CH3O)3Si(CH2)3SH 與 silica 表面進行縮合反應
Pd(OAc)2 in THF Treated with Various Scavengers
Scavenging of Pd with SBA-15-SH and SiO2-SH
Suzuki-Miyaura Couplings with SBA-SH-Pd
Substrate Scope for the Suzuki-Miyaura Coupling
Reusability of the Catalyst in the Suzuki-Miyaura Reaction
SBA-15-Modified Pd Catalysts for the Mizoroki-Heck ReactionSBA-15-Modified Pd Catalysts for the Mizoroki-Heck Reaction
Hot Filtration Test
Three-Phase Test in the Suzuki-Miyaura Reaction
Conclusions
• Thiol-functionalized mesoporous silicates are efficient Pd scavengers and this materials have high ability of catalysis for Heck and Suzuki reaction.
• Several heterogeneity tests were indicate that the majority of the catalysis (>95%) occurs on the support via a truly heterogeneous catalyst.