Synthesis of glucoside-based imidazolium salts for Pd-catalyzed cross-coupling reaction in water
Zhonggao Zhou1, Qian Xie1, Xin Zhou1
1College of Chemistry and Chemical Engineering, Gannan Normal University, Key Laboratory of Jiangxi University for Functional Materials Chemistry, Ganzhou, 341000, PR China.
Abstract:
Sugar-based imidazolium salts (IMSs) represent an outstanding type of material making them eye-catching for a wide variety of applications. Herein, a series of glucoside-based IMSs (Glu-IMSs) combining glucoside and imidazolium head groups with different substituents were synthesized. The catalytic activities of these Glu-IMSs were evaluated by Pd-catalyzed Heck-Mizoroki and Suzuki-Miyaura reactions in water. Among them, the Glu-IMSs contain both -OH and NHCs coordination sites was found to be the most efficient ancillary ligand in comparison with other Glu-IMSs with just single NHCs coordination site. The HR-TEM analysis showed that the palladium nanoparticles stabilized by the Glu-IMSs with an average size of ~4.0 nm was formed in the reaction system, which may be act as an efficient real catalytic species. Under the optimized reaction conditions, a series of novel fluorine-cored organic small molecule functional materials were synthesized with favorable yields.
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