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Issue 20, 2016
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A pyridinium modified β-cyclodextrin: an ionic supramolecular ligand for palladium acetate in C–C coupling reactions in water

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Abstract

An ionic Pd(II) complex stabilized by a water soluble pyridinium modified β-cyclodextrin was prepared and characterized by NMR, mass spectrometry, FT-IR spectroscopy, UV-visible spectroscopy and DLS (dynamic light scattering). The resulting Pd(II)@Pyr:β-CD complex showed very good catalytic activity in Suzuki–Miyaura and Heck C–C coupling reactions in an environmentally benign water medium. Good to excellent yields were obtained for the coupling of various aryl halides including chlorides with phenylboronic acid/styrene using a catalytic amount of Pd(II)@Pyr:β-CD. This homogeneous catalyst can be reused and recycled more than six times with only marginal loss of its catalytic activity.

Graphical abstract: A pyridinium modified β-cyclodextrin: an ionic supramolecular ligand for palladium acetate in C–C coupling reactions in water

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Supplementary files

Article information


Submitted
14 May 2016
Accepted
10 Jul 2016
First published
11 Jul 2016

Green Chem., 2016,18, 5518-5528
Article type
Paper
Author version available

A pyridinium modified β-cyclodextrin: an ionic supramolecular ligand for palladium acetate in C–C coupling reactions in water

R. I. Khan and K. Pitchumani, Green Chem., 2016, 18, 5518
DOI: 10.1039/C6GC01326K

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