4.4 Article

Pd Nanoparticles Decorated on Jute Sticks: Dip-Catalyst of Suzuki-Miyaura and Mizoroki-Heck C-C Bond Formation Reactions in Water

期刊

CHEMISTRYSELECT
卷 4, 期 44, 页码 12832-12840

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/slct.201903423

关键词

Coupling reaction; green catalysis; Mizoroki-Heck reaction; Pd nanoparticles; Suzuki-Miyaura reaction

资金

  1. National Plan for Science, Technology and Innovation (MAARIFAH)-King Abdulaziz City for Science and Technology (KACST) through the Science and Technology Unit at King Fahd University of Petroleum & Minerals (KFUPM), the Kingdom of Saudi Arabia [15NAN4650-04]

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Achieving C-C bond formation using Suzuki-Miyaura and Mizoroki-Heck cross-coupling reactions with reusable, cost-efficient, highly regioselective, and naturally available supported catalysts is rare and challenging. In the current study, naturally available jute plant sticks (green support - GS) decorated with Pd nanoparticles, denoted as Pd@GS, were prepared by reducing K2PdCl4 using NaBH4 in water. This 'dip-catalyst' construct was used to catalyze the Suzuki-Miyaura and Mizoroki-Heck cross coupling-reactions in water. SEM, TEM, and elemental mapping images reveal the homogeneous distribution of Pd nanoparticles with average dimensions within a narrow range of 7-10 nm on solid support. For the Suzuki-Miyaura cross-coupling reaction, the highest conversion achieved is 97% with a TOF of 4692 h(-1) for the reaction of 4-acylphenylboronic acid and iodobenzene in the presence of KOH in an aqueous medium. For the Mizoroki-Heck reaction, a 98% yield (TOF=237 h(-1)) of the coupling product was obtained with an exclusive selectivity towards the targeted olefinic product using 4-methylstyrene and iodobenzene as the reactants in water-DMF as a mixed solvent at 90 degrees C. The same catalyst sample can be used for 7 consecutive cycles, i. e., without addition of any fresh catalyst, while retaining its original crystallinity without any leaching of Pd.

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