Application of dimeric ortho-palladated complex of 2-methoxyphenethylamine in the Heck coupling reaction

Authors

• Abdol Hajipour ^{1, 2}
• Fatemeh Abrishami ³

1. Pharmaceutical Research Laboratory, Department of Chemistry, Isfahan University of Technology, Isfahan 84156, Iran.
2. Department of Pharmacology, University of Wisconsin, Medical School, 1300 University Avenue, Madison, 53706-1532, WI, USA
3. Department of Chemistry and Chemical Engineering, Malek-Ashtar University of Technology, Tehran, Iran.

Abstract

The application of the [Pd{C₆H₃(CH₂CH₂NH₂)-4-OMe-5-κ²-C,N}(μ-Br)]₂ complex of 2-methoxyphenethylamine in the Heck coupling reaction was considered under both conventional and microwave irradiation conditions, and their results were compared. This complex is an efficient, stable and non-sensitive to air and moisture catalyst for the vinylation of substituted aryl halides with different electronic properties. The cross-coupled products were produced in good to excellent yields using a catalytic amount of this complex in N-methyl-2-pyrrolidone (NMP) at 130 °C. In comparison to conventional heating conditions, the reactions under microwave irradiation gave higher yields in shorter reaction times.

Keywords

• Catalyst
• Microwave irradiation
• Heck reaction
• 2-Methoxyphenethylamine
• Cyclopalladated complex