Preparation of Aryl(dicyclohexyl)phosphines by C–P Bond-Forming Cross-Coupling in Water Catalyzed by an Amphiphilic-Resin-Supported Palladium Complex

Synlett ◽  
2017 ◽  
Vol 28 (20) ◽  
pp. 2966-2970 ◽  
Author(s):  
Yoshinori Hirai ◽  
Yasuhiro Uozumi

Aryl(dicyclohexyl)phosphines were prepared by a catalytic C–P bond-forming cross-coupling reaction of haloarenes with dicyclohexylphosphine under heterogeneous conditions in water containing an immobilized palladium complex coordinated to an amphiphilic polystyrene–poly(ethylene glycol) resin supported di(tert-butyl)phosphine ligand.

RSC Advances ◽  
2015 ◽  
Vol 5 (89) ◽  
pp. 72453-72457 ◽  
Author(s):  
Raju Kumar Borah ◽  
Hirak Jyoti Saikia ◽  
Abhijit Mahanta ◽  
Vijay Kumar Das ◽  
Utpal Bora ◽  
...  

A green and efficient method for the synthesis of PEG supported Pd-NPs has been developed using aqueous extract of C. esculanta leaf. The prepared NPs show excellent catalytic activity for Suzuki–Miyaura cross-coupling reaction at room temperature.


2007 ◽  
Vol 79 (9) ◽  
pp. 1481-1489 ◽  
Author(s):  
Yasuhiro Uozumi

A novel homochiral phosphine ligand, (3R,9aS)[2-aryl-3-(2-diphenylphosphino)phenyl]tetrahydro-1H-imidazo[1,5-a]indole-1-one, was designed, prepared, and anchored onto an amphiphilic polystyrene-poly(ethylene glycol) copolymer (PS-PEG) resin. Catalytic asymmetric substitution of a racemic mixture of cycloalkenyl esters with carbon, nitrogen, and oxygen nucleophiles was achieved in water as the single reaction medium under heterogeneous conditions by using the PS-PEG resin-supported palladium-imidazoindole phosphine complex to give optically active substituted cycloalkenes with up to 99 % ee.


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