A novel and highly stable Pd(EDTA) 2À salt was synthesized as a catalyst, using a counter-cation of N-methylimidazolium bonded to 1,3,5triazine-tethered SPIONs (superparamagnetic iron oxide nanoparticles). This well-defined complex efficiently catalyzed the Mizoroki-Heck and Suzuki-Miyaura cross-coupling reactions. The crosscoupled products were produced under conventional heating and ultrasound irradiation at an extremely low catalyst loading (as low as 0.032 mol% Pd). Results indicated that conventional synthesis took longer and gave moderate yields, while in the presence of ultrasound irradiation, the reaction occurred very fast in high to excellent yields.The catalyst could be quickly recovered by an external magnetic field and could be reused for several reaction cycles without any change in catalytic activity.
Ultrasound-Assisted C-C Coupling Reactions Catalyzed by Unique SPION--A-Pd(EDTA) as a Robust Nanocatalyst. -A new palladium-EDTA-complex--tagged dicationic liquid with a 1,3,5-triazine core anchored to supermagnetic nanoparticles is developed and successfully used as heterogeneous catalyst for Heck and Suzuki coupling reactions. -(GHOTBINEJAD, M.; KHOSROPOUR*, A. R.; MOHAMMADPOOR-BALTORK, I.; MOGHADAM, M.; TANGESTANINEJAD, S.; MIRKHANI, V.; RSC Adv. 4 (2014) 17, 8590-8596, http://dx.doi.org/10.1039/c3ra45790g ; Dep. Chem., Isfahan Univ., Isfahan 81746, Iran; Eng.) -Mais 46-046
ABSTRACT. Aromatic 2,3-diazabuta-1,3-dienes in glacial acetic acid with isothiocyanate in the presence of catalyst TiCl4 at room temperature produced via criss-cross cycloaddition reactions the corresponding perhydro[1,2,4]triazolo[1,2-a][1,2,4] triazole-1,5-dithiones in relatively high yields and short reaction time.
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