Issue 7, 2012

Palladium(ii)-selenated Schiff base complex catalyzed Suzuki–Miyaura coupling: Dependence of efficiency on alkyl chain length of ligand

Abstract

The new selenated Schiff bases L1–L4 which differ in the chain lengths (longest in L4) of non-coordinating substituents and their square planar complexes [Pd(L–H)Cl] (1–4) [L = L1–L4, behaving as (Se, N, O) ligand] have been synthesized and characterized by multinuclei NMR. The molecular structure of 1 has been elucidated by X-ray diffraction on its single crystal [Pd–Se = 2.3965(9) Å]. All the complexes 1–4 (0.5 mol%) have been found suitable to catalyze Suzuki–Miyaura coupling reactions under mild conditions. The activity of 4 which has ligand L4 has been found highest. The formation of palladium(0) nano-particles (NPs) stablilized by organoselenium species appears to be the catalytic pathway. The length of the pendent alkyl chain present in the complex molecule unprecedentedly controls the dispersion and composition of these particles and consequently the catalytic activity.

Graphical abstract: Palladium(ii)-selenated Schiff base complex catalyzed Suzuki–Miyaura coupling: Dependence of efficiency on alkyl chain length of ligand

Supplementary files

Article information

Article type
Paper
Submitted
07 Sep 2011
Accepted
13 Oct 2011
First published
18 Nov 2011

Dalton Trans., 2012,41, 1931-1937

Palladium(II)-selenated Schiff base complex catalyzed Suzuki–Miyaura coupling: Dependence of efficiency on alkyl chain length of ligand

G. K. Rao, A. Kumar, B. Kumar, D. Kumar and A. K. Singh, Dalton Trans., 2012, 41, 1931 DOI: 10.1039/C1DT11695A

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