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Öğe Design of efficient benzimidazole-derived N- heterocyclic carbene Ag(I) catalysts for aldehyde -amine -alkyne coupling(Elsevier, 2024) Nawaz, Zahid; Gurbuz, Nevin; Zafar, Muhammad Naveed; Tahir, Muhammad Nawaz; Ozdemir, Ismail; Trovitch, Ryan J.A mild catalytic protocol for aldehyde, amine, and alkyne coupling (A3-coupling) allows for the selective synthesis of propargyl amines using 5,6-dimethylbenzimidazole-derived N-heterocyclic carbene (BNHC) silver(I) catalysts. A series of BNHC Ag(I) halide complexes were synthesized and their structures have been elucidated through the use of multinuclear NMR and FT-IR spectroscopy. Furthermore, the pseudo-linear geometry of two different compounds was substantiated by single-crystal X-ray diffraction. Silver-based A3-coupling was achieved for both acyclic and cyclic secondary amines using a diverse set of alkynes to afford propargyl amines with yields of up to 95 %. The present approach is environmentally benign and water is generated as the sole byproduct.
