Submit Manuscript  

Article Details


Pd (II) Immobilized on Clinoptilolite as a Highly Active Heterogeneous Catalyst for Ullmann Coupling-type S-arylation of Thiols with Aryl Halides

Author(s):

Abdollah Alizadeh, Mohammad A. Khalilzadeh*, Eskandar Alipour and Daryoush Zareyee   Pages 1 - 9 ( 9 )

Abstract:


Background: There are a number of protocols for Ullmann coupling–type S-arylation reactions, many of them suffer from the use of homogenous and often corrosive catalyst, cumbersome workup procedures, and long reaction times. Besides, many of these reagents are expensive and non-recoverable leading to the generation of large amount of toxic waste particularly when largescale applications are considered.

Objective: The aim of this study is to prepare a new Pd catalyst bonded on the surface of zeolite as a heterogeneous catalyst.

Methods: A heterogeneous palladium catalyst has been prepared by immobilizing Pd ions on Clinoptilolite. This novel developed heterogeneous catalyst was thoroughly examined for Ullmann coupling–type S-arylation reaction using different bases, solvents and 0.003 mg of the catalyst. The structural and morphological characterizations of the catalyst carried out using XRD, TGA, BET and TEM techniques.

Results: Highly efficient heterogeneous palladium catalyst has been developed by immobilizing Pd ions on Clinoptilolite, as one of the most abundant naturally occurring zeolite for Ullmann S-arylation. By using this method, we provide an efficient way to a wide variety of substituted thiolic compounds. Moreover, the catalyst is easily recovered using simple filtration and reused for 5 consecutive runs.

Conclusion: In this effort we developed a new Pd catalyst bonded on the surface of zeolite as substrate to prepare heterogeneous catalyst. We demonstrate that this novel catalyst offers reliable and convincing data that may offer valuable application in further developing the science and technology of Ullmann reaction protocols and allied industries. Additionally, the catalyst was reusable and kept its high activities over a number of cycles.

Keywords:

Palladium nanoparticles, Heterogeneous catalyst, Clinoptilolite, Diaryl thioethers, C-S coupling, Ullmann coupling, Aryl halides, Thiols.

Affiliation:

Department of Chemistry, North Tehran Branch, Islamic Azad University, Tehran, Department of Biomaterials, College of Natural Resources, North Carolina State University, Raleigh, Department of Chemistry, North Tehran Branch, Islamic Azad University, Tehran, Department of Chemistry, Qaemshahr Branch , Islamic Azad University, Qaemshahr



Read Full-Text article