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

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8 Scopus citations

Abstract

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 °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.

Original languageEnglish
Pages (from-to)12832-12840
Number of pages9
JournalChemistrySelect
Volume4
Issue number44
DOIs
StatePublished - 28 Nov 2019

Bibliographical note

Publisher Copyright:
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

Keywords

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

ASJC Scopus subject areas

  • General Chemistry

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