A palladium nanoparticle-catalyzed aryl–amine coupling reaction: high performance of aryl and pyridyl chlorides as the coupling partner

2018 ◽  
Vol 42 (2) ◽  
pp. 812-816 ◽  
Author(s):  
Debkumar Nandi ◽  
Rafique Ul Islam ◽  
Nishu Devi ◽  
Samarjeet Siwal ◽  
Kaushik Mallick
Keyword(s):  
High Performance ◽  
Carbon Nitride ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Palladium Nanoparticle ◽  
Pd Nanoparticle ◽  
Aryl Amine ◽  
Cross Coupling Reaction ◽  
Coupling Partner ◽  
Supported Pd

A carbon nitride-supported Pd nanoparticle-catalyzed C–N cross coupling reaction.

scholarly journals Pd Nanoparticles Stabilized by Hypercrosslinked Polystyrene Catalyze Selective Triple C-C Bond Hydrogenation and Suzuki Cross-Coupling

2019 ◽  
Vol 2019 ◽  
pp. 1-7 ◽  
Author(s):  
Linda Zh. Nikoshvili ◽  
Nadezhda A. Nemygina ◽  
Tatiana E. Khudyakova ◽  
Irina Yu. Tiamina ◽  
Alexey V. Bykov ◽  
...  
Keyword(s):  
Phase Transfer ◽  
Aryl Halide ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Pd Nanoparticles ◽  
Hypercrosslinked Polystyrene ◽  
Reductive Activation ◽  
Pd Nanoparticle ◽  
Cross Coupling Reaction ◽  
Precursor Decomposition

This paper describes the synthesis of Pd-containing catalysts based on nonfunctionalized hypercrosslinked polystyrene via impregnation with Pd acetate. Developed Pd nanoparticulate catalyst allowed achieving conversion of aryl halide up to 90% in Suzuki cross-coupling reaction under mild conditions and at the absence of phase-transfer agents. During the selective hydrogenation of triple C-C bond of 2-methyl-3-butyn-2-ol, up to 96% selectivity with respect to corresponding olefinic alcohol was found at 95% conversion. The influences of the procedure of catalyst synthesis like precursor decomposition and reductive activation method on Pd nanoparticle formation are discussed.

Cross-coupling reaction between arylboronic acids and carboranyl iodides catalyzed by graphene oxide (GO)-supported Pd(0) recyclable nanoparticles for the synthesis of carboranylaryl ketones

2014 ◽  
Vol 43 (13) ◽  
pp. 5014-5020 ◽  
Author(s):  
Algin Oh Biying ◽  
Venu R. Vangala ◽  
Chia Sze Chen ◽  
Ludger Paul Stubs ◽  
Narayan S. Hosmane ◽  
...  
Keyword(s):  
Graphene Oxide ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Arylboronic Acids ◽  
Cross Coupling Reaction ◽  
Supported Pd

scholarly journals A new approach to silicon rhodamines by Suzuki–Miyaura coupling – scope and limitations

2019 ◽  
Vol 15 ◽  
pp. 2569-2576 ◽  
Author(s):  
Thines Kanagasundaram ◽  
Antje Timmermann ◽  
Carsten S Kramer ◽  
Klaus Kopka
Keyword(s):  
Free Acid ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Stimulated Emission ◽  
New Approach ◽  
Cross Coupling Reaction ◽  
Optimal Coupling ◽  
Sensor Molecules ◽  
Optimized Conditions ◽  
Coupling Partner

Background: Silicon rhodamines are of particular interest because of their advantageous dye properties (fluorescence- and biostability, quantum efficiency, tolerance to photobleaching). Therefore, silicon rhodamines find frequent application in STED (stimulated emission depletion) microscopy, as sensor molecules for, e.g., ions and as fluorophores for the optical imaging of tumors. Different strategies were already employed for their synthesis. Because of just three known literature examples in which Suzuki–Miyaura cross couplings gave access to silicon rhodamines in poor to moderate yields, we wanted to improve these first valuable experimental results. Results: The preparation of the xanthene triflate was enhanced and several boron sources were screened to find the optimal coupling partner. After optimization of the palladium catalyst, different substituted boroxines were assessed to explore the scope of the Pd-catalyzed cross-coupling reaction. Conclusions: A number of silicon rhodamines were synthesized under the optimized conditions in up to 91% yield without the necessity of HPLC purification. Moreover, silicon rhodamines functionalized with free acid moieties are directly accessible in contrast to previously described methods.

Phosphine-stabilized Pd nanoparticles supported on silica as a highly active catalyst for the Suzuki–Miyaura cross-coupling reaction

RSC Advances ◽  
2015 ◽  
Vol 5 (5) ◽  
pp. 3512-3520 ◽  
Author(s):  
Debojeet Sahu ◽  
Pankaj Das
Keyword(s):  
Active Catalyst ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Pd Nanoparticles ◽  
Highly Dispersed Silica ◽  
Simple Strategy ◽  
Highly Active ◽  
Cross Coupling Reaction ◽  
Highly Dispersed ◽  
Supported Pd

Highly dispersed silica-supported Pd nanoparticles were synthesizedviaa simple strategy. The material showed excellent catalytic activity for Suzuki–Miyaura reactions and could be reused several times.

scholarly journals Suzuki–Miyaura cross-coupling reaction of 1-aryltriazenes with arylboronic acids catalyzed by a recyclable polymer-supported N-heterocyclic carbene–palladium complex catalyst

2010 ◽  
Vol 6 ◽  
Author(s):  
Guangming Nan ◽  
Fang Ren ◽  
Meiming Luo
Keyword(s):  
Room Temperature ◽  
Supported Catalyst ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Complex Catalyst ◽  
Arylboronic Acids ◽  
Cross Coupling Reaction ◽  
Polymer Supported ◽  
First Time ◽  
Supported Pd

The Suzuki–Miyaura cross-coupling reaction of 1-aryltriazenes with arylboronic acids catalyzed by a recyclable polymer-supported Pd–NHC complex catalyst has been realized for the first time. The polymer-supported catalyst can be re-used several times still retaining high activity for this transformation. Various aryltriazenes were investigated as electrophilic substrates at room temperature to give biaryls in good to excellent yields and showed good chemoselectivity over aryl halides in the reactions.

A Merrifield resin supported Pd–NHC complex with a spacer(Pd–NHC@SP–PS) for the Sonogashira coupling reaction under copper- and solvent-free conditions

2015 ◽  
Vol 39 (3) ◽  
pp. 2333-2341 ◽  
Author(s):  
Sanjay N. Jadhav ◽  
Arjun S. Kumbhar ◽  
Sawanta S. Mali ◽  
Chang Kook Hong ◽  
Rajashri S. Salunkhe
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Solvent Free ◽  
Sonogashira Coupling ◽  
Cross Coupling Reaction ◽  
Solvent Free Conditions ◽  
Sonogashira Coupling Reaction ◽  
Merrifield Resin ◽  
Polymer Supported ◽  
Supported Pd

Synthetic applications of a polymer supported air-stable palladium NHC complex with a spacer (catalyst6, Pd–NHC@SP–PS) and without a spacer (catalyst7, Pd–NHC@PS) have been studied for the Sonogashira cross-coupling reaction.

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