One step entry to P,O- and P,N-type heterocyclic tertiary phosphine ligands and application in Suzuki–Miyaura cross-coupling reactions

2011 ◽  
Vol 9 (12) ◽  
pp. 4421 ◽  
Author(s):  
Ehsan Ullah ◽  
James McNulty ◽  
Christine Kennedy ◽  
Al Robertson
Keyword(s):  
Cross Coupling ◽  
Phosphine Ligands ◽  
Coupling Reactions ◽  
Tertiary Phosphine ◽  
Cross Coupling Reactions ◽  
One Step

Novel Class of Tertiary Phosphine Ligands Based on a Phospha-adamantane Framework and Use in the Suzuki Cross-Coupling Reactions of Aryl Halides under Mild Conditions

2003 ◽  
Vol 5 (6) ◽  
pp. 953-955 ◽  
Author(s):  
George Adjabeng ◽  
Tim Brenstrum ◽  
Jeffrey Wilson ◽  
Christopher Frampton ◽  
Al Robertson ◽  
...  
Keyword(s):  
Cross Coupling ◽  
Phosphine Ligands ◽  
Aryl Halides ◽  
Coupling Reactions ◽  
Tertiary Phosphine ◽  
Mild Conditions ◽  
Cross Coupling Reactions

Dual Nickel/Palladium-Catalyzed Reductive Cross-Coupling Reactions Between Two Phenol Derivatives

2020 ◽  
Author(s):  
Baojian Xiong ◽  
Yue Li ◽  
Yin Wei ◽  
Søren Kramer ◽  
Zhong Lian
Keyword(s):  
Functional Group ◽  
Low Cost ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Phenol Derivatives ◽  
Cross Coupling Reactions ◽  
Palladium Catalyzed ◽  
One Step ◽  
Aryl Tosylates ◽  
Low Sensitivity

Cross-coupling between substrates that can be easily derived from phenols is highly attractive due to the abundance and low cost of phenols. Here, we report a dual nickel/palladium-catalyzed reductive cross-coupling between aryl tosylates and aryl triflates; both substrates can be accessed in just one step from readily available phenols. The reaction has a broad functional group tolerance and substrate scope (>60 examples). Furthermore, it displays low sensitivity to steric effects demonstrated by the synthesis of a 2,2’disubstituted biaryl and a fully substituted aryl product. The widespread presence of phenols in natural products and pharmaceuticals allow for straightforward late-stage functionalization, illustrated with examples such as Ezetimibe and tyrosine. NMR spectroscopy and DFT calculations indicate that the nickel catalyst is responsible for activating the aryl triflate, while the palladium catalyst preferentially reacts with the aryl tosylate.

Aryl-Diadamantyl Phosphine Ligands in Palladium-Catalyzed Cross-Coupling Reactions: Synthesis, Structural Analysis, and Application

2020 ◽  
Vol 2020 (9) ◽  
pp. 1122-1128
Author(s):  
Ádám Sinai ◽  
Dániel Cs. Simkó ◽  
Fruzsina Szabó ◽  
Attila Paczal ◽  
Tamás Gáti ◽  
...  
Keyword(s):  
Structural Analysis ◽  
Cross Coupling ◽  
Phosphine Ligands ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Palladium Catalyzed

scholarly journals Perfluorinated phosphine and hybrid P–O ligands for Pd catalysed C–C bond forming reactions in solution and on Teflon supports

RSC Advances ◽  
2019 ◽  
Vol 9 (50) ◽  
pp. 28936-28945
Author(s):  
Farzana Begum ◽  
Muhammad Ikram ◽  
Brendan Twamley ◽  
Robert J. Baker
Keyword(s):  
Cross Coupling ◽  
Phosphine Ligands ◽  
Coupling Reactions ◽  
Bond Forming ◽  
Cross Coupling Reactions ◽  
Bond Forming Reactions

Phosphine ligands containing a perfluorous ponytail can be sorbed onto Teflon tape and used as ligands for C–C cross coupling reactions with little leaching.

scholarly journals Synthesis, Structural Analysis and Application of Aryl‐Diadamantyl Phosphine ligands in Palladium Catalyzed Cross‐Coupling Reactions

2020 ◽  
Vol 2020 (34) ◽  
pp. 5634-5634
Author(s):  
Ádám Sinai ◽  
Dániel Cs. Simkó ◽  
Fruzsina Szabó ◽  
Attila Paczal ◽  
Tamás Gáti ◽  
...  
Keyword(s):  
Structural Analysis ◽  
Cross Coupling ◽  
Phosphine Ligands ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Palladium Catalyzed

Air-stable Pd(0) catalyst bearing dual phosphine ligands: a detailed evaluation of air stability and catalytic property in cross-coupling reactions

2020 ◽  
Vol 49 (36) ◽  
pp. 12814-12819
Author(s):  
Ryota Sato ◽  
Takaki Kanbara ◽  
Junpei Kuwabara
Keyword(s):  
Catalytic Activity ◽  
Catalytic Property ◽  
Cross Coupling ◽  
Phosphine Ligands ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Donor And Acceptor ◽  
Detailed Evaluation ◽  
Good Catalytic Activity

The Pd(0) complex bearing donor and acceptor phosphine ligands shows long-term air stability and good catalytic activity even in a reaction with a relatively inactive substrate.

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