scholarly journals Revisiting Claims of the Iron-, Cobalt-, Nickel-, and Copper-Catalyzed Suzuki Biaryl Cross-Coupling of Aryl Halides with Aryl Boronic Acids

2019 ◽  
Vol 38 (8) ◽  
pp. 1770-1777 ◽  
Author(s):  
Sanita B. Tailor ◽  
Mattia Manzotti ◽  
Soneela Asghar ◽  
Benjamin J. S. Rowsell ◽  
Stephen L. J. Luckham ◽  
...  
Keyword(s):  
Cross Coupling ◽  
Boronic Acids ◽  
Aryl Halides ◽  
Iron Cobalt ◽  
Cobalt Nickel

scholarly journals Amine-Catalysed Suzuki–Miyaura-Type Coupling? the Identification and Isolation of the Palladium Culprits.

2021 ◽  
Author(s):  
Mickaël Avanthay ◽  
Robin Bedford ◽  
Callum Begg ◽  
Dietrich Böse ◽  
Jonathan Clayden ◽  
...  
Keyword(s):  
Catalytic Activity ◽  
Cross Coupling ◽  
Boronic Acids ◽  
Palladium Complexes ◽  
Aryl Halides ◽  
Type Coupling ◽  
Paradigm Shifting

A recent report in Nature Catalysis detailed the potentially paradigm-shifting organocatalysis of Suzuki cross-coupling of aryl halides with aryl boronic acids, catalysed by simple amine species. We have conducted a reinvestigation of key claims in this paper across multiple academic and industrial laboratories that shows that the observed catalytic activity cannot be due to the amine, but rather is due to tricyclohexylphosphine palladium complexes that are readily entrained during the purification of the amine<b>.</b>

Palladium-Catalyzed Suzuki Cross-Coupling of Aryl Halides with Aryl Boronic Acids in the Presence of Glucosamine-Based Phosphines.

ChemInform ◽  
2004 ◽  
Vol 35 (15) ◽  
Author(s):  
Robert Kolodziuk ◽  
Alexandra Penciu ◽  
Mustapha Tollabi ◽  
Eric Framery ◽  
Catherine Goux-Henry ◽  
...  
Keyword(s):  
Cross Coupling ◽  
Boronic Acids ◽  
Aryl Halides ◽  
Palladium Catalyzed

scholarly journals Synthesis of Mono- and Bis-Pyrazoles Bearing Flexible p-Tolyl Ether and Rigid Xanthene Backbones, and Their Potential as Ligands in the Pd-Catalysed Suzuki–Miyaura Cross-Coupling Reaction

Catalysts ◽  
2019 ◽  
Vol 9 (9) ◽  
pp. 718
Author(s):  
Zahid Hussain ◽  
Cristiane Schwalm ◽  
Raoní Rambo ◽  
Renieidy Dias ◽  
Rafael Stieler ◽  
...  
Keyword(s):  
Catalytic System ◽  
Good Yield ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Boronic Acids ◽  
Aryl Halides ◽  
Tert Butyl ◽  
Cross Coupling Reaction ◽  
Ullmann Coupling

The present work describes the synthesis of mono- and bis-pyrazole compounds bearing flexible p-tolyl ether and rigid 4,5-dibromo-2,7-di-tert-butyl-9,9-dimethyl-9H-xanthene backbones as pyrazolyl analogues of DPEphos and Xantphos ligands, respectively. The synthesis of new pyrazolyl analogues was accomplished following an Ullmann coupling protocol, and the resulting products were isolated in overall good yields. In addition, a hybrid imidazolyl–pyrazolyl analogue bearing a xanthene backbone was synthesized using the same protocol, whereas a hybrid selanyl–pyrazolyl analogue with a xanthene backbone was synthesized in a good yield employing a second C–H activation step. The symmetrical bis-pyrazolyl and the hybrid imidazolyl–pyrazolyl analogues were found to be the most active among the new ligands evaluated in the Pd-catalysed Suzuki-Miyaura cross-coupling of aryl halides with aryl boronic acids. A simple catalytic system based on Pd(OAc)2/2a was developed, which efficiently catalyses the Suzuki–Miyaura reaction of aryl halides and aryl boronic acids and provides moderate to excellent yields of the corresponding cross-coupling products.

Palladium-catalyzed cross-coupling reactions of aryl boronic acids with aryl halides in water

2009 ◽  
Vol 21 ◽  
pp. S124-S126 ◽  
Author(s):  
Shaoyan WANG ◽  
Zhiqiang ZHANG ◽  
Zhizhi HU ◽  
Yue WANG ◽  
Peng LEI ◽  
...  
Keyword(s):  
Cross Coupling ◽  
Boronic Acids ◽  
Aryl Halides ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Palladium Catalyzed
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