New Stable Cu(I) Catalyst Supported on Weakly Acidic Polyacrylate Resin for Green C-N Coupling: Synthesis of N-(Pyridin-4-yl)benzene Amines and N,N-Bis(pyridine-4-yl)benzene Amines

Nitin Kore; Pavel Pazdera

doi:10.3390/molecules22010002

New Stable Cu(I) Catalyst Supported on Weakly Acidic Polyacrylate Resin for Green C-N Coupling: Synthesis of N-(Pyridin-4-yl)benzene Amines and N,N-Bis(pyridine-4-yl)benzene Amines

Molecules. 2016 Dec 22;22(1):2. doi: 10.3390/molecules22010002.

Authors

Nitin Kore¹, Pavel Pazdera²

Affiliations

¹ Centre for Syntheses at Sustainable Conditions and their Management, Department of Chemistry, Faculty of Science, Masaryk University, Kamenice 5, CZ-62500 Brno, Czech Republic. kore_ns@yahoo.co.in.
² Centre for Syntheses at Sustainable Conditions and their Management, Department of Chemistry, Faculty of Science, Masaryk University, Kamenice 5, CZ-62500 Brno, Czech Republic. pazdera@chemi.muni.cz.

Abstract

A method for preparation of a new stable Cu(I) catalyst supported on weakly acidic polyacrylate resin without additional stabilizing ligands is described. A simple and efficient methodology for Ullmann Cu(I) catalyzed C-N cross coupling reactions using this original catalyst is reported. Coupling reactions of 4-chloropyridinium chloride with anilines containing electron donating (EDG) or electron withdrawing (EWG) groups, naphthalen-2-amine and piperazine, respectively, are successfully demonstrated.

Keywords: C-N coupling; polymer solid support; recyclable green catalyst; supported Cu(I) catalyst.

MeSH terms

2-Naphthylamine / chemistry
Acrylic Resins / chemistry*
Aniline Compounds / chemistry*
Catalysis
Copper / chemistry*
Electrons*
Equipment Reuse
Green Chemistry Technology
Hydrogen-Ion Concentration
Piperazine
Piperazines / chemistry
Pyridinium Compounds / chemical synthesis*

Substances

Acrylic Resins
Aniline Compounds
Piperazines
Pyridinium Compounds
Piperazine
Copper
2-Naphthylamine