4.6 Article

Silica-coated magnetic palladium nanocatalyst for Suzuki-Miyaura cross-coupling

Journal

ARABIAN JOURNAL OF CHEMISTRY
Volume 15, Issue 8, Pages -

Publisher

ELSEVIER
DOI: 10.1016/j.arabjc.2022.103983

Keywords

Aryl halide; Organoboronic acid; Schiff base; Magnetic nanoparticles; Palladium catalyst

Funding

  1. Research Management Centre of Universiti Malaysia Sabah, Malaysia
  2. Bernal Institute, University of Limerick, Ireland

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A silica-coated magnetically separable Schiff-base palladium nanocatalyst was developed and successfully applied in the Suzuki-Miyaura reaction with excellent recyclability.
A silica-coated magnetically separable Schiff-base palladium nanocatalyst was developed. Amorphous silica was used to encapsulate the magnetic Fe3O4 and an organic amine functionality was added to the silica surface. The amino group was treated with 1, 10phenanthroline-2,9-dicarboxaldehyde to produce a Schiff-base, which was then treated with palladium to produce the silica coated magnetic Schiff-base palladium nanocatalyst. The palladium nanocatalyst was fully characterized using several spectroscopic techniques. The HR-SEM image of silica coated Fe3O4 revealed a globular shape with a diameter of 145 nm, along with this the average palladium nanoparticle size was 3.5 +/- 0.6 nm. The successful functionalization and the appearances of the palladium species as a magnetic catalyst was confirmed by FT-IR and XRD analysis. The palladium nanocatalyst was successfully applied for the construction of CAC bonds via SuzukiMiyaura reaction. With a variety of organoboronic acids, the catalyst displayed great performance for electron-poor and electron-rich aryl halides, resulting in excellent yields of the corresponding cross-coupling products. The magnetic catalyst was retrieved from the reaction vial using an external strong magnet, and it was reused seven times without a significant drop in the production of the corresponding biaryl product.(c) 2022 The Author(s). Published by Elsevier B.V. on behalf of King Saud University. This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).

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