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    Applications of quinoxaline-bridged bis(benzimidazolium) salts as ligand sources for the palladium-catalyzed Suzuki and Heck cross-coupling reactions in an aqueous medium
    (Wiley-V C H Verlag Gmbh, 2022) Dusunceli, Serpil Demir; Sahan, Mehmet Hanifi; Kaloglu, Murat; Ustun, Elvan; Ozdemir, Ismail
    In the present work, quinoxaline-bridged bis(benzimidazolium) salts were prepared by the reaction of 2,3-bis(bromomethyl) quinoxaline and 1-substituted benzimidazole. The structures of the bis(benzimidazolium) salts were characterized by NMR, FT-IR, and elemental analysis techniques. Also, the photophysical properties of salts were investigated by UV-Vis absorption and fluorescence emission spectroscopy. Next, these quinoxaline bridged bis(benzimidazolium) salts were used as bidentate benzimidazol-2-ylidene ligand precursors in the palladium-catalyzed Suzuki-Miyaura and Mizoroki-Heck cross-couplings. These salts exhibited moderate-to-high activity in the palladium-catalyzed cross-coupling reactions.
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    Synthesis of Quinoxaline-Linked Bis(Benzimidazolium) Salts and Their Catalytic Application in Palladium-Catalyzed Direct Arylation of Heteroarenes
    (Springer, 2022) Kaloglu, Murat; Sahan, Mehmet Hanifi; Dusunceli, Serpil Demir; Ozdemir, Ismail
    In this study, quinoxaline-linked bis(benzimidazolium) salts were synthesized as bis-N-heterocyclic carbene (NHC) precursors. These bis(NHC) precursors were used as multidentate ligands for the construction of bi(hetero)aryls by palladium-catalyzed direct C-H activation process. The in situ prepared palladium complexes by mixtures of the Pd(OAc)(2) and the bis(NHC) precursors were used as the catalyst for direct C-H activation of heteroarenes. These catalytic system exhibited a modest catalytic activity in the direct C-H activation of five-membered heteroarenes with a wide range of (hetero)aryl bromides.