QD202 : Synthesis of 2-aroyl-5-arylimidazole derivatives as Efficient Ligands in the Heck coupling reactions
Thesis > Central Library of Shahrood University > Chemistry > MSc > 2013
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Abstarct: Carbon–carbon bond formation have been great importance in synthetic chemistry. Carbon–carbon and carbon–heteroatom bond formation reactions in the presence of palladium as catalyst are considered important and strong tool for the synthesis of organic compounds.
In this work, we study the Heck coupling reaction in the presence of new 2–aroyl–5–arylimidazole derivatives as efficient ligands. Reaction conditions such as solvents, ligands and baxses used were optimized and finally (1:1; v/v) mixture of H2O/ DMF, biphenyl–4–yl–[4(5)–(biphenyl–4–yl)–1H–imidazol–2–yl]ketone (66) and Na2CO3 have been selected as optimum solvent, ligand and baxse, respectively. Reaction was carried out in 8 hours and coupling product of aryl halides with various alkenes were obtained with good yields and high trans/cis selectivity.
Selected aroylimidazole ligand (66) was found to be an inexpensive, air–stable, easy to available and efficient ligand in the palladium–catalyzed Heck reactions of aryl iodides (76–94%), bromides (52–79%) and chlorides (40–70%).
Keywords:
#Aroylimidazoles #Heck reaction #Coupling reaction #Palladium Link
Keeping place: Central Library of Shahrood University
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Keeping place: Central Library of Shahrood University
Visitor: