Efficient, recyclable and phosphine-free carbonylative Suzuki coupling reaction using immobilized palladium ion-containing ionic liquid: synthesis of aryl ketones and heteroaryl ketones

RSC Advances ◽  
2013 ◽  
Vol 3 (21) ◽  
pp. 7791 ◽  
Author(s):  
Mayur V. Khedkar ◽  
Takehiko Sasaki ◽  
Bhalchandra M. Bhanage
Keyword(s):  
Ionic Liquid ◽  
Coupling Reaction ◽  
Suzuki Coupling ◽  
Suzuki Coupling Reaction ◽  
Aryl Ketones ◽  
Palladium Ion

Palladium nanoparticles immobilized onto supported ionic liquid-like phases (SILLPs) for the carbonylative Suzuki coupling reaction

RSC Advances ◽  
2015 ◽  
Vol 5 (34) ◽  
pp. 26913-26922 ◽  
Author(s):  
Nianming Jiao ◽  
Zelong Li ◽  
Yan Wang ◽  
Jianhua Liu ◽  
Chungu Xia
Keyword(s):  
Ionic Liquid ◽  
Palladium Nanoparticles ◽  
Coupling Reaction ◽  
Suzuki Coupling ◽  
Reusable Catalyst ◽  
Suzuki Coupling Reaction ◽  
Supported Ionic Liquid

Palladium nanoparticles immobilized onto dication imidazolium–divinylbenzene polymer was an efficient and reusable catalyst for carbonylative Suzuki coupling reaction.

Preparation and characterization of glycopolymers with biphenyl spacers via Suzuki coupling reaction

2021 ◽  
Author(s):  
Hirokazu Seto ◽  
Takumi Tono ◽  
Akiko Nagaoka ◽  
Mai Yamamoto ◽  
Yumiko Hirohashi ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Suzuki Coupling ◽  
Side Chains ◽  
Suzuki Coupling Reaction ◽  
Reactant Concentration

Poly(vinylbiphenyl)s bearing glycoside ligands at the side chains were prepared using the Suzuku coupling reaction. Effects of glycoside reactant concentration, halide species, glycoside species, and catalyst species on the incorporation...

ChemInform Abstract: Design and Synthesis of Potential β-Sheet Nucleators via Suzuki Coupling Reaction.

ChemInform ◽  
2008 ◽  
Vol 39 (15) ◽  
Author(s):  
Elisa Perissutti ◽  
Francesco Frecentese ◽  
Antonio Lavecchia ◽  
Ferdinando Fiorino ◽  
Beatrice Severino ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Suzuki Coupling ◽  
Suzuki Coupling Reaction ◽  
Design And Synthesis ◽  
Β Sheet

An Efficient Route to Biaryl Bisbenzocyclobutene Monomers Based on Suzuki Coupling Reaction at Room Temperature.

ChemInform ◽  
2005 ◽  
Vol 36 (38) ◽  
Author(s):  
Jun-xiao Yang ◽  
Kuo-yan Ma ◽  
Fang-hua Zhu ◽  
Wen Chen ◽  
Bo Li ◽  
...  
Keyword(s):  
Room Temperature ◽  
Coupling Reaction ◽  
Suzuki Coupling ◽  
Suzuki Coupling Reaction ◽  
Efficient Route

The Synthesis and Catalytic Application of a New Class of Imprinted Silica

2003 ◽  
Vol 787 ◽  
Author(s):  
John D. Bass ◽  
Sandra L. Anderson ◽  
Alexander Katz
Keyword(s):  
Rational Design ◽  
Chemical Reactivity ◽  
Phenylboronic Acid ◽  
Coupling Reaction ◽  
Suzuki Coupling ◽  
Outer Sphere ◽  
Suzuki Coupling Reaction ◽  
New Class ◽  
Catalytic Application ◽  
Rate Acceleration

AbstractThe effect of chemical environment surrounding a synthetic heterogeneous catalyst active site is investigated using the hydrophilic imprinting of silica. Two model reaction systems have been used for this study: (i) Knoevenagel condensation of 3-nitrobenzaldehyde and malononitrile and (ii) Suzuki coupling of bromobenzene and phenylboronic acid. Using a catalyst in which isolated imprinted amines are surrounded by an acidic silanol-rich environment led to rate accelerations of over 120-fold relative to catalysts in which the amines are surrounded by a hydrophobic environment consisting of trimethylsilyl functional groups for system (i). This result parallels our previous study on the effect of the outer sphere composition on rate acceleration of Knoevenagel reactions using isophthalaldehyde as the aldehyde reactant. We also extended our method for the hydrophilic imprinting of bulk silica to organometallic systems, by successfully synthesizing a tethered palladium complex within the imprinted pocket. This material was used as an active catalyst for (ii). Our results show that a hydrophobic framework environment results in higher initial turnover frequencies than an acidic silanol-rich framework for the Suzuki coupling reaction of bromobenzene and phenylboronic acid, albeit with a lower overall effect than observed in the Knoevenagel system (i). Altogether, these results demonstrate the control of chemical reactivity via the rational design of the outer sphere using an imprinting approach.

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