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Facile Synthesis and Characterization of Palladium@Carbon Catalyst for the Suzuki-Miyaura and Mizoroki-Heck Coupling Reactions

Hamed M. Alshammari, Obaid F. Aldosari, Mohammad Hayal Alotaibi, Raja Alotaibi, Mosaed S. Alhumaimess, Moataz Morad, Syed Farooq Adil, Mohammed Rafi Shaik, Mohammad Shahidul Islam, Mujeeb Khan, Abdulrahman Al–Warthan

2021Applied Sciences20 citationsDOIOpen Access PDF

Abstract

Palladium-based carbon catalysts (Pd/C) can be potentially applied as an efficient catalyst for Suzuki–Miyaura and Mizoroki–Heck coupling reactions. Herein, a variety of catalysts of palladium on activated carbon were prepared by varying the content of ‘Pd’ via an in situ reduction method, using hydrogen as a reducing agent. The as-prepared catalysts (0.5 wt % Pd/C, 1 wt % Pd/C, 2 wt % Pd/C and 3 wt % Pd/C) were characterized using X-ray diffraction (XRD), scanning electron microscopy (SEM), energy dispersive X-ray spectroscopy (EDX) and Brunauer–Emmett–Teller (BET) analyses. The catalysts were tested as a coupling catalyst for Suzuki–Miyaura coupling reactions involving aryl halides and phenyl boronic acid. The optimization of the catalyst by varying the palladium content on the activated carbon yielded Pd/C catalysts with very high catalytic activity for Suzuki reactions of aryl halides and a Mizoroki–Heck cross-coupling reaction of 4-bromoanisol and acrylic acid in an aqueous medium. A high ‘Pd’ content and uniform ‘Pd’ impregnation significantly affected the activity of the catalysts. The catalytic activity of 3% Pd/C was found to make it a more efficient catalyst when compared with the other synthesized Pd/C catalysts. Furthermore, the catalyst reusability was also tested for Suzuki reactions by repeatedly performing the same reaction using the recovered catalyst. The 3% Pd/C catalyst displayed better reusability even after several reactions.

Topics & Concepts

CatalysisPalladiumHeck reactionArylChemistryCoupling reactionHalideOrganic chemistryNuclear chemistryAlkylCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization MethodsOrganoboron and organosilicon chemistry