Nashrieh Shimi va Mohandesi Shimi Iran

Nashrieh Shimi va Mohandesi Shimi Iran

Synthesis and Application of 3,6-Diphenylpyrazin-2,5-dione as an Efficient Ligand in Heck Reaction

Document Type : Research Article

Authors
Bagher Eftekhari-Sis 1
Maryam Zirak 2
Nasrin Barjasteh 2
Ertan Şahin 3
1 Department of Chemistry, University of Maragheh, P.O. Box 55181-83111 Maragheh, I.R. IRAN
2 Department of Chemistry, Payame Noor University, P.O. Box 19395-3697 Tehran, I.R. IRAN
3 Department of Chemistry, Faculty of Science, Atatürk University, 25240 Erzurum, TURKEY
Abstract
3,6-Diphenylpyrazin-2,5-dione was prepared in two steps from reaction of phenylglyoxal monohydrate with ammonium acetate in water at room temperature, followed by subjecting with hydroxyl amine hydrochloride in the presence of NaOH in a mixture of EtOH/water under reflux conditions, and used as an efficient ligand in palladium catalyzed Heck reaction between aryl halides and various alkenes. The products were obtained in good to high yields.In addition to FT-IR and NMR, the structure of the ligand was also confirmed by single crystal X-ray crystallography. Easy preparation, inexpensiveness, and stability in air and moisture are the main advantageous of this ligand.
Keywords
Pyrazine
Heck reaction
Phenylglyoxal
Palladium

Subjects

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