Palladium-Catalyzed Synthesis of Symmetrical Biaryls Under Microwave Irradiation and Conventional Heating

The activity of the [Pd{C₆H₄(CH₂N(CH₂Ph)₂)}(µ-Br)]₂ complex was investigated in the synthesis of symmetrical biaryls under both conventional and microwave irradiation conditions, and their results were compared. This complex is efficient, stable, and not sensitive to air or moisture and is a catalyst for the homo-coupling reaction of aryl iodides, bromides, and even chlorides. The products were produced in excellent yields in short reaction times using a catalytic amount of [Pd{C₆H₄(CH₂N(CH₂Ph)₂)(µ-Br)]₂ complex in N-methylpyrolidine (NMP) at 130 °C. In comparison to conventional heating conditions, the reactions under microwave irradiation gave better yields in shorter reaction times.     

Application of a dimeric ortho‐palladated complex of tribenzylamine as an efficient catalyst in microwave‐assisted Hiyama coupling reactions

The activity of [Pd{C₆H₄(CH₂N(CH₂Ph)₂)}(μ‐Br)]₂ complex was investigated in cross‐coupling reactions of triethoxy(phenyl)silane with various aryl halides under microwave irradiation. This complex is an efficient and stable catalyst for the synthesis of substituted biphenyls that is non‐sensitive to air and moisture. The combination of dimeric complex as homogenous catalyst, microwave irradiation, DMF as microwave‐active polar solvent and TBAF as microwave‐active additive led to excellent yields in short reaction times. Copyright © 2012 John Wiley & Sons, Ltd.     

An efficient Stille cross‐coupling reaction catalyzed by ortho‐palladated complex of tribenzylamine under microwave irradiation

The catalytic activity of [Pd{C₆H₄(CH₂N(CH₂Ph)₂)}(μ‐Br)]₂ complex as an efficient, stable and catalyst that is non‐sensitive to air and moisture was investigated in the Stille cross‐coupling reaction of various aryl halides with phenyltributyltins under microwave irradiation. The substituted biaryls were produced in excellent yield in short reaction times using a catalytic amount of this complex in DMF at 100 C. The combination of dimeric complex as homogeneous catalyst and microwave irradiation and also DMF as microwave‐active polar solvent gave higher yields in shorter reaction times. Copyright © 2011 John Wiley & Sons, Ltd.