An N-heterocyclic carbene-functionalised covalent organic framework with atomically dispersed palladium for coupling reactions under mild conditions

2019 ◽  
Vol 21 (19) ◽  
pp. 5267-5273 ◽  
Author(s):  
Junjuan Yang ◽  
Yuanyuan Wu ◽  
Xiaowei Wu ◽  
Wenjing Liu ◽  
Yaofang Wang ◽  
...  

We report a heterogeneous catalyst based on N-heterocyclic carbene-functionalized covalent organic framework, which shows high activity in the C–C cross coupling reaction at room temperature in pure/ethanol aqueous solvent even with multiple reuse.

Synlett ◽  
2017 ◽  
Vol 28 (16) ◽  
pp. 2153-2156 ◽  
Author(s):  
Wen-Ting Wei ◽  
Hongze Liang ◽  
Wen-Ming Zhu ◽  
Weida Liang ◽  
Yi Wu ◽  
...  

A radical–radical cross-coupling reaction of phenols with tert-butyl nitrite has been developed with the use of water as an additive. This method allows the construction of C–N bonds under an air atmosphere at room temperature, providing the ortho-nitrated phenol derivative in moderate to good yields.


Molecules ◽  
2019 ◽  
Vol 24 (15) ◽  
pp. 2714 ◽  
Author(s):  
Matteo Savastano ◽  
Paloma Arranz-Mascarós ◽  
Maria Paz Clares ◽  
Rafael Cuesta ◽  
Maria Luz Godino-Salido ◽  
...  

A new G-(H2L)-Pd heterogeneous catalyst has been prepared via a self-assembly process consisting in the spontaneous adsorption, in water at room temperature, of a macrocyclic H2L ligand on graphene (G) (G + H2L = G-(H2L)), followed by decoration of the macrocycle with Pd2+ ions (G-(H2L) + Pd2+ = G-(H2L)-Pd) under the same mild conditions. This supramolecular approach is a sustainable (green) procedure that preserves the special characteristics of graphene and furnishes an efficient catalyst for the Cu-free Sonogashira cross coupling reaction between iodobenzene and phenylacetylene. Indeed, G-(H2L)-Pd shows an excellent conversion (90%) of reactants into diphenylacetylene under mild conditions (50 °C, water, aerobic atmosphere, 14 h). The catalyst proved to be reusable for at least four cycles, although decreasing yields down to 50% were observed.


2015 ◽  
Vol 39 (4) ◽  
pp. 2440-2443 ◽  
Author(s):  
Bishwajit Saikia ◽  
Abdul Aziz Ali ◽  
Preeti Rekha Boruah ◽  
Diganta Sarma ◽  
Nabin Chandra Barua

Suzuki–Miyaura cross-coupling reaction catalyzed by Pd(OAc)2–(DHQD)2PHAL is a very simple, mild, efficient and recyclable/reusable protocol for the synthesis of biaryls/heterobiaryls in neat H2O at room temperature.


2015 ◽  
Vol 13 (47) ◽  
pp. 11432-11437 ◽  
Author(s):  
Chen Zhang ◽  
Bo Huang ◽  
Ai-Qing Bao ◽  
Xiao Li ◽  
Shunna Guo ◽  
...  

We developed an efficient copper-catalyzed cross-coupling reaction of biguanide hydrochloride derivatives with both aryl iodides and bromides under mild conditions.


RSC Advances ◽  
2015 ◽  
Vol 5 (51) ◽  
pp. 41017-41024 ◽  
Author(s):  
Sha Lin ◽  
Yuxia Hou ◽  
Xiao Deng ◽  
Haoliang Wang ◽  
Shuzhuang Sun ◽  
...  

A palladium/COF hybrid material could efficiently catalyze the silicon-based one-pot cross-coupling reaction of silanes and aryl iodides with excellent selectivity.


Synlett ◽  
2018 ◽  
Vol 30 (01) ◽  
pp. 99-103 ◽  
Author(s):  
Shinichi Koguchi ◽  
Yuga Shibuya ◽  
Yusuke Igarashi ◽  
Haruka Takemura

We describe the successful cross-coupling of diaryl ditellurides with arylboronic acids by using copper(I) thiophene-2-carboxylate (CuTC) under mild conditions. Although other studies have reported that highly polar solvents (such as DMSO) or bases are required, this reaction was completed by using CuTC and common solvents under neutral conditions at room temperature. This cross-coupling reaction was performed with diaryl ditellurides and arylboronic acids bearing various groups, affording the corresponding diaryl tellurides in good to excellent yields.


2002 ◽  
Vol 2002 (8) ◽  
pp. 376-377 ◽  
Author(s):  
Ming-Zhong Cai ◽  
Chun-Yun Peng ◽  
Hong Zhao ◽  
Jia-Di Huang

( E)-α-Bromovinylselenides undergo a cross coupling reaction with alkynyl Grignard reagents in the presence of tetrakis(triphenylphosphine)palladium(0) in THF at room temperature to afford 1,3-enynylselenides in good yields.


2020 ◽  
Author(s):  
Chet Tyrol ◽  
Nang Yone ◽  
Connor Gallin ◽  
Jeffery Byers

By using an iron-based catalyst, access to enantioenriched 1,1-diarylakanes was enabled through an enantioselective Suzuki-Miyaura crosscoupling reaction. The combination of a chiral cyanobis(oxazoline) ligand framework and 1,3,5-trimethoxybenzene additive were essential to afford high yields and enantioselectivities in cross-coupling reactions between unactivated aryl boronic esters and a variety of benzylic chlorides, including challenging ortho-substituted benzylic chloride substrates. Mechanistic investigations implicate a stereoconvergent pathway involving carbon-centered radical intermediates.


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