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  • Title: [Silver(I)(pyridine-containing ligand)] complexes as unusual catalysts for A(3)-coupling reactions.
    Author: Trose M, Dell'Acqua M, Pedrazzini T, Pirovano V, Gallo E, Rossi E, Caselli A, Abbiati G.
    Journal: J Org Chem; 2014 Aug 15; 79(16):7311-20. PubMed ID: 25051223.
    Abstract:
    Two original macrocyclic silver(I)(pyridine-containing ligand) complexes [Ag(I)(Pc-L)] were synthesized and characterized. Their ability to catalyze the coupling among aldehydes, terminal alkynes and amines (A(3)-coupling) was demonstrated. The reaction could be performed under conventional as well as dielectric heating. The catalysts were effective in both cases, but dielectric heating allowed a lower catalyst loading and reduced ratio among reaction partners in shorter reaction times. The reaction scope was broad, including aryl/alkyl aldehydes, aryl/alkyl acetylenes and secondary aliphatic amines. Some unprecedented propargylamines have been prepared. The new catalytic system was also tested with more challenging coupling partners such as aniline and ketones.
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