908293-75-4

Upstream product

• 194-63-8 dinaphtho[2,1-b;1',2'-d]furan 
• 16523-54-9 chlorodicyclohexylphosphane 
• 602-09-5 1,1'-bi-2-naphthol 

Downstream Products

• 679787-80-5 2-(dicyclohexylphosphinoyl)-2'-(benzyloxy)-1,1'-binaphthyl 
• 679787-78-1 2-(dicyclohexylphosphinoyl)-2'-isopropoxy-1,1'-binaphthyl 
• 908293-77-6 2-(dicyclohexylphosphinoyl)-2'-methoxy-1,1'-binaphthyl 
• 908350-73-2 2-(dicyclohexylphosphino)-2'-methoxy-1,1'-binaphthyl 
• 857256-51-0 2'-(dicyclohexyl-phosphinoyl)-[1,1']binaphthalenyl-2-ol 

Relevant academic research and scientific papers

Synthesis of bulky and electron-rich MOP-type ligands and their applications in palladium-catalyzed C-N bond formation

A series of 2-dialkylphosphino-2′-alkoxy-1,1′-binaphthyl ligands (6a-c and 8a-c) have been prepared conveniently by a lithium-initiated ring-opening reaction of dinaphthofuran, followed by selective phosphorylation. These compounds displayed a remarkable air and moisture stability, both in solid form and in solution. Application of these phosphine ligands in palladium-catalyzed C-N bond forming reactions revealed the crucial roles of the steric bulk of the substituents on the phosphorus atom governing the catalytic activity. Specifically, 2-di-tert-butylphosphino-2′-isopropoxy-1,1′- binaphthyl (8b) proved to be the most effective for the aminations of aryl halides with primary amines, while the less bulky 2-dicyclohexyl-2′- methoxy-1,1′-binaphthyl (6a) was more effective for the aminations with secondary amines. The steric and electronic effects of the ligands were analyzed to account for these observations.