Microwave-assisted Stille and Hiyama cross-coupling reactions catalyzed by ortho-palladated complexes of homoveratrylamine

Facile construction of symmetric biaryls using (BeDABCO)2Pd2Cl6 as an efficient and highly active catalyst under microwave irradiation

“…In continuation of our recent investigations of the synthesis of palladium catalysts and application of the complexes thus obtained in microwave‐assisted cross‐coupling reactions, we now report the extension of (BeDABCO) 2 Pd 2 Cl 6 (BeDABCO, benzyl‐1,4‐diazabicyclo[2.2.2]octane) homogeneous complex for the homo‐coupling reaction of various aryl halides under microwave irradiation (Scheme ).…”

Microwave-Assisted Palladium-Catalyzed Cross-Coupling Reactions: Generation of Carbon–Carbon Bond

“…Under the optimized reaction conditions in DMF as the solvent and TBAF as the promoter, a selection of biaryls were produced in high yields when bromo-and iodoarens are employed. In contrast, good yields were achieved with chloroarens bearing electron-donating or electron-withdrawing substituents in short reaction time under microwave heating (Scheme 50) [107]. The same authors have revealed another protocol for Hiyama reaction of just about the same substrate scope, using palladium salt of 1-benzyl-4-aza-1-azoniabicyclo-[2.2.2]octane chloride and KF as an activator under microwave irradiation [108].…”

The Hiyama Cross‐Coupling Reaction: New Discoveries

“…Another class of palladium complexes used in the cross‐coupling reaction is the family of ortho ‐palladated catalysts. Among them, complexes 15 ,24 16 ,25 and 17 26 have been reported to be very active in the cross‐coupling between aryl halides ( 5 , Hal = Cl, Br, I) and the triethoxysilane 9 in the presence of TBAF as silicon activator yielding the expected products of the type 8 with good‐to‐excellent yields (60‐97%).…”