A Highly Efficient and Recyclable Pd(Pph3)4/Peg-400 System for Stille Cross-Coupling Reactions of Organostannanes with Aryl Bromides

2017 ◽  
Vol 41 (9) ◽  
pp. 547-550
Author(s):  
Xue Huang ◽  
Fang Yao ◽  
Ting Wei ◽  
Mingzhong Cai
Keyword(s):  
Petroleum Ether ◽  
Cross Coupling ◽  
Significant Loss ◽  
Organotin Compounds ◽  
Coupling Reactions ◽  
Efficient Catalyst ◽  
Peg 400 ◽  
Highly Efficient ◽  
Cross Coupling Reactions ◽  
Aryl Bromides

Pd(PPh3)4 in PEG-400 is shown to be a highly efficient catalyst for the Stille cross-coupling reactions of various organotin compounds with aryl bromides. The reaction could be conducted at 80 °C using NaOAc as base, yielding a variety of biaryls, alkynes and alkenes in good to excellent yields. The isolation of the products was readily performed by extraction with petroleum ether and the Pd(PPh3)4/PEG-400 system could be easily recycled and reused five times without any significant loss of activity.

A highly efficient catalyst for Suzuki–Miyaura coupling reaction of benzyl chloride under mild conditions

RSC Advances ◽  
2014 ◽  
Vol 4 (69) ◽  
pp. 36437-36443 ◽  
Author(s):  
Zhenhong Guan ◽  
Buyi Li ◽  
Guoliang Hai ◽  
Xinjia Yang ◽  
Tao Li ◽  
...  
Keyword(s):  
Catalytic Activity ◽  
Benzyl Chloride ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Efficient Catalyst ◽  
Microporous Polymers ◽  
Mild Conditions ◽  
Highly Efficient ◽  
Cross Coupling Reactions

Microporous polymers with built-in triphenylphosphine palladium exhibit highly efficient catalytic activity for cross-coupling reactions of benzyl chloride under mild conditions.

Postsynthetic modification of single Pd sites into uncoordinated polypyridine groups of a MOF as the highly efficient catalyst for Heck and Suzuki reactions

2018 ◽  
Vol 42 (11) ◽  
pp. 9317-9323 ◽  
Author(s):  
Dapeng Dong ◽  
Zhenghua Li ◽  
Dedi Liu ◽  
Naisen Yu ◽  
Haiyan Zhao ◽  
...  
Keyword(s):  
Thermal Stability ◽  
High Activity ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Efficient Catalyst ◽  
Good Thermal Stability ◽  
Suzuki Reactions ◽  
Postsynthetic Modification ◽  
Highly Efficient ◽  
Cross Coupling Reactions

A novel Pd-HoMOF catalyst was prepared, which displayed good thermal stability and high activity in Heck and Suzuki cross-coupling reactions.

Highly efficient copper(0)-catalyzed Suzuki–Miyaura cross-coupling reactions in reusable PEG-400

Tetrahedron ◽  
2008 ◽  
Vol 64 (18) ◽  
pp. 3905-3911 ◽  
Author(s):  
Jincheng Mao ◽  
Jun Guo ◽  
Fubing Fang ◽  
Shun-Jun Ji
Keyword(s):  
Cross Coupling ◽  
Coupling Reactions ◽  
Peg 400 ◽  
Highly Efficient ◽  
Cross Coupling Reactions

ChemInform Abstract: Oxadiazoline and Ketoimine Palladium(II) Complexes as Highly Efficient Catalyst for Suzuki-Miyaura Cross-Coupling Reactions in Supercritical Carbon Dioxide.

ChemInform ◽  
2011 ◽  
Vol 42 (40) ◽  
pp. no-no
Author(s):  
Ricardo R. Fernandes ◽  
Jamal Lasri ◽  
M. Fatima C. Guedes da Silva ◽  
Antonio M. F. Palavra ◽  
Jose A. L. da Silva ◽  
...  
Keyword(s):  
Carbon Dioxide ◽  
Supercritical Carbon Dioxide ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Efficient Catalyst ◽  
Highly Efficient ◽  
Cross Coupling Reactions ◽  
Supercritical Carbon

Monodentate Trialkylphosphines: Privileged Ligands in Metal-catalyzed Crosscoupling Reactions

2020 ◽  
Vol 24 (3) ◽  
pp. 231-264 ◽  
Author(s):  
Kevin H. Shaughnessy
Keyword(s):  
Transition Metal ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Aryl Bromides ◽  
Wide Range ◽  
Sterically Demanding ◽  
Transition Metal Catalyzed ◽  
Catalyzed Reactions ◽  
Metal Catalyzed

Phosphines are widely used ligands in transition metal-catalyzed reactions. Arylphosphines, such as triphenylphosphine, were among the first phosphines to show broad utility in catalysis. Beginning in the late 1990s, sterically demanding and electronrich trialkylphosphines began to receive attention as supporting ligands. These ligands were found to be particularly effective at promoting oxidative addition in cross-coupling of aryl halides. With electron-rich, sterically demanding ligands, such as tri-tertbutylphosphine, coupling of aryl bromides could be achieved at room temperature. More importantly, the less reactive, but more broadly available, aryl chlorides became accessible substrates. Tri-tert-butylphosphine has become a privileged ligand that has found application in a wide range of late transition-metal catalyzed coupling reactions. This success has led to the use of numerous monodentate trialkylphosphines in cross-coupling reactions. This review will discuss the general properties and features of monodentate trialkylphosphines and their application in cross-coupling reactions of C–X and C–H bonds.

Chiral Mn(III) Salen Complex Immobilized on CuFe2O4@SiO2-NH2 NPs: A Cheap and Efficient Catalyst for N-arylation of Aryl Halides and Phenylboronic Acid Under Mild Conditions

2020 ◽  
Vol 17 (11) ◽  
pp. 857-863
Author(s):  
Mohammad Ali Nasseri ◽  
Seyyedeh Ameneh Alavi ◽  
Milad Kazemnejadi ◽  
Ali Allahresani
Keyword(s):  
Phenylboronic Acid ◽  
Significant Loss ◽  
Aryl Halides ◽  
Coupling Reactions ◽  
Efficient Catalyst ◽  
Aryl Chlorides ◽  
Mild Conditions ◽  
Cross Coupling Reactions ◽  
Salen Complex ◽  
Ft Ir

A convenient and efficient chiral CuFe2O4@SiO2-Mn(III) Ch.salen nanocatalyst has been developed for the C-N cross-coupling reactions of aryl halides/ phenylboronic acid with N-heterocyclic compounds in water and/or DMSO under mild conditions. The catalyst could be applied for the N-arylation of a variety of nitrogen-containing heterocycles with aryl chlorides, bromides, iodides and phenylboronic acid under mild conditions. Moderate to good yields were achieved for all substrates. The structure of catalyst was characterized using various techniques including FT-IR, FE-SEM, EDX, XRD, TEM and TGA. The catalyst can be simply recovered and reused for several times without significant loss of activity.

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