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2,6-Bis(diphenylphosphino)pyridine: A simple ligand showing high performance in palladium-catalyzed CN coupling reactions
, Article Tetrahedron Letters ; Vol. 55, issue. 30 , July , 2014 , p. 4098-4101 ; ISSN: 00404039 ; Rafiee, E ; Jamali, S ; Joshaghani, M ; Sharif University of Technology
Abstract
The use of commercially available 2,6-bis(diphenylphosphino)pyridine as a ligand in conjunction with K2CO3, DMAc and TBAB is an effective method for the palladium-catalyzed CN coupling of a variety of aryl halides with anilines, N-heterocyclic aromatic amines, and a cyclic secondary amine. The reactions proceed in good to excellent yield (up to 98%) while the loading of Pd(OAc)2 was as low as 0.025 mol %
Activation of CX (=Cl, Br) bond in aryl halides toward the palladium-catalyzed Heck reaction using 2,6-bis(diphenylphosphino)pyridine
, Article Journal of Molecular Catalysis A: Chemical ; Volume 366 , January , 2013 , Pages 30-35 ; 13811169 (ISSN) ; Nadri, S ; Rafiee, E ; Jamali, S ; Joshaghani, M ; Sharif University of Technology
2013
Abstract
The 2,6-bis(diphenylphosphino)pyridine/palladium catalytic system successfully catalyzes the Heck coupling reaction of less reactive aryl chlorides as well as aryl bromides with styrene to give the corresponding olefins in reasonable yields. TBAB (tetrabutylammoniumbromide) as an additive was found to be essential for these reactions. The results of Heck reaction exhibited a high selectivity (>99/1) favoring the trans product