A new bifunctional heterogeneous nanocatalyst for one-pot reduction-Schiff base condensation and reduction–carbonylation of nitroarenes |
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Authors: | Sara Sobhani Farhad Omarzehi Chahkamali Jos Miguel Sansano |
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Institution: | Department of Chemistry, College of Sciences, University of Birjand, Birjand Iran.; Departamento de Química Orgánica, Facultad de Ciencias, Centro de Innovación en Química Avanzada (ORFEO-CINQA) and Instituto de Síntesis Orgánica (ISO), Universidad de Alicante, Apdo. 99, 03080-Alicante Spain |
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Abstract: | In this work, synthesis of Pd–NHC-γ-Fe2O3-n-butyl-SO3H and its activity as a bifunctional heterogeneous nanocatalyst containing Pd–NHC and acidic functional groups, are described. This newly synthesized nanomagnetic catalyst is fully characterized by different methods such as FT-IR, XPS, TEM, VSM, ICP and TG analysis. At first, the catalytic activity of Pd–NHC-γ-Fe2O3-n-butyl-SO3H is evaluated for the reduction of nitroarenes in aqueous media using NaBH4 as a clean source of hydrogen generation at ambient temperature. Using the promising results obtained from the nitroarene reduction, this catalytic system is used for two one-pot protocols including reduction-Schiff base condensation and reduction–carbonylation of various nitroarenes. In these reactions the in situ formed amines are further reacted with aldehydes to yield imines or carbonylated to amides. The desired products are obtained in good to high yields in the presence of Pd–NHC-γ-Fe2O3-n-butyl-SO3H as a bifunctional catalyst. The catalyst is reused with the aid of a magnetic bar for up to six consecutive cycles without any drastic loss of its catalytic activity.This paper presents synthesis of Pd–NHC-γ-Fe2O3-n-butyl-SO3H and its activity as bifunctional heterogeneous nanocatalyst containing Pd–NHC and acidic functional groups. |
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