This work reports a facile synthesis of palladium nanoclusters (PdNCs) in MeCN/MeOH mixture without any stabilizer. The PdNCs were found to be effective catalysts for copper-free, amine-free and ligand-free Songashira coupling reactions under ambient conditions. © 2008 Elsevier Ltd. All rights reserved.

Srinivasan Ramanathan

Department Of Chemical Engineering

Dillip Kumar Chand

Department Of Chemistry

Jeyaraman Athilakshmi

acetonitrile

Methanol

nanomaterial

Palladium

article

catalysis

Sonogashira reaction

synthesis

Transmission electron microscopy

X ray diffraction

IIT Madras is a public technical and research university located in Chennai, Tamil Nadu. Founded in 1959, it is recognised as an Institute of National Importance.

IIT Madras has been ranked as the top engineering institute in India for four years in a row by the National Institutional Ranking Framework of the MHRD

It currently offers undergraduate, postgraduate and research degrees across 16 disciplines in Engineering, Sciences, Humanities and Management. About 596 faculty belonging to science and engineering departments and centres of the Institute are engaged in teaching, research and industrial consultancy.

IIT Madras

Tetrahedron Letters

Abstract Palladium nanoparticles (PdNPs) were used as a catalyst for the one-pot synthesis of a variety of benzofurans by Sonogashira cross-coupling reactions under ambient conditions. The catalyst could be recycled without significant loss in its activity. © Georg Thieme Verlag.

Synthesis (Germany)

Palladium nanoparticles catalyzed synthesis of benzofurans by a domino approach

A variety of symmetrical and unsymmetrical diarylacetylenes are synthesized by ligand-free palladium nanoparticles catalyzed copper-free and amine-free Sonogashira cross-coupling reactions between aryl iodides and trimethylsilylacetylene (TMSA) under mild reaction conditions. © 2013 Elsevier B.V.

Catalysis Communications

Palladium nanoparticles catalyzed Sonogashira reactions for the one-pot synthesis of symmetrical and unsymmetrical diarylacetylenes

Palladium nanoparticles (PdNPs) of uniform size in the range of 3-5 nm are prepared in MeOH and MeCN:MeOH by solvent-assisted reduction of palladium acetate in the presence of a hexaazamacrocyclic ligand, L1. For the mixed solvent system different ratio of the solvents was tried i.e., 1:1, 1:3 and 3:1. In all cases the concentration and ratio of Pd(II) to L1 was maintained at 2mM:1mM. In another experiment NPs were prepared in MeOH by lowering the concentration of L1 to 0.5mM, where chain-like assemblies of PdNPs was observed. Importantly, the solutions are found to be stable at RT for months. © Indian Academy of Sciences.

Fulltext

Journal of Chemical Sciences

Synthesis of azamacrocycle stabilized palladium nanoparticles: Controlled size and one-dimensional growth

A different approach developed for the preparation of palladium(II) based complexes [(Pd(bpy))x(L)y](NO3) 2x is modelled by using 4-phenylpyridine as ligand (L = 1). Various solvent systems are inspected to optimize the reaction condition for the preparation of the model complex [Pd(bpy)(4-phenylpyridine) 2](NO3)2. The model complex is obtained quantitatively as a single product from a 1:1:2 mixture of Pd(NO 3)2, 2,2′-bipyridine and 4-phenylpyridine when stirred at room temperature in CH3CN:H2O (1:1). The same reaction is performed in CD3CN:D2O (1:1) to monitor the progress of the reaction by recording 1H NMR. The kinetic products that formed initially got self-healed to give the desired product with in 6 h. However, in DMSO-d6 spontaneous arrangement leading to the targeted complex was observed and no kinetic product could be detected. When a similar reaction is performed with ethylenediamine instead of 2,2′-bipyridine a mixture of compounds are observed. Theoretical calculation throws some light on the principle behind the success of this method for the bpy based systems. The assembly, [Pd(bpy)(4-phenylpyridine)2](NO3)2 has been characterised by NMR, ESI-MS and single-crystal X-ray diffraction methods. © 2011 Elsevier B.V. All rights reserved.

Inorganica Chimica Acta

A model study of alternative approach toward a class of palladium(II) based self-assembly

An efficient, copper-free Sonogashira coupling reaction of 1-chloroisoquinolines and terminal alkynes, catalyzed by Pd(OAc) 2/Ruphos, in the presence of Et3N and tetrahydrofuran leads to the formation of 1-alkynyl-3-substituted isoquinolines in good yields. © 2011 Elsevier Ltd. All rights reserved.

An efficient copper-free Pd(OAc)2/Ruphos-catalyzed Sonogashira coupling of 1-chloroisoquinolines in the formation of 1-alkynyl-3-substituted isoquinolines

Chemical Communications

Catalytically efficient palladium nanoparticles stabilized by “click” ferrocenyl dendrimers

Advanced Synthesis & Catalysis

Palladium Nanoclusters in Sonogashira Cross-Coupling: A True Catalytic Species?

The Journal of Organic Chemistry

Copper- and Ligand-Free Sonogashira Reaction Catalyzed by Pd(0) Nanoparticles at Ambient Conditions under Ultrasound Irradiation

Angewandte Chemie International Edition

Graphical Abstract: Angew. Chem. Int. Ed. 41/2004

Chem. Commun.

Copper-free, recoverable dendritic Pd catalysts for the Sonogashira reaction

Facile synthesis of palladium nanoclusters and their catalytic activity in Sonogashira coupling reactions

Journal	Tetrahedron Letters
ISSN	00404039
Open Access	No