Issue 73, 2015

Palladium(ii) complexes containing ONO tridentate hydrazone for Suzuki–Miyaura coupling of aryl chlorides in aqueous-organic media

Abstract

Facile synthesis of three new palladium(II) complexes bearing heterocyclic hydrazone ligands are presented along with their structural characterization using IR, 1H and 13C NMR spectra. Molecular structures of the complexes determined by single-crystal XRD revealed a distorted square-planar geometry around the metal ion to which the hydrazone was attached in a tridentate fashion. Catalytic activity of these complexes tested towards the Suzuki–Miyaura cross coupling reaction of substituted aryl boronic acids with aryl chlorides in a water–toluene system (90 : 10%) without using any promoting additives or phase transfer agents, proved that they are highly active with 0.01 mol% loading under optimized conditions to afford 99% yield of the coupled product. Effects of temperature, solvent and base on the cross-coupling reaction were carried out as well. These complexes showed significant catalytic activity up to five cycles.

Graphical abstract: Palladium(ii) complexes containing ONO tridentate hydrazone for Suzuki–Miyaura coupling of aryl chlorides in aqueous-organic media

Supplementary files

Article information

Article type
Paper
Submitted
16 Jun 2015
Accepted
03 Jul 2015
First published
03 Jul 2015

RSC Adv., 2015,5, 59428-59436

Author version available

Palladium(II) complexes containing ONO tridentate hydrazone for Suzuki–Miyaura coupling of aryl chlorides in aqueous-organic media

V. Arumugam, W. Kaminsky, N. S. P. Bhuvanesh and D. Nallasamy, RSC Adv., 2015, 5, 59428 DOI: 10.1039/C5RA10973F

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements