Abstract

In this study, an efficient catalyst based on graphitic carbon nitride nanosheets (CN) and copper(II) supported β-cyclodextrin (β-CD/Cu(II)) was synthesized and used for tandem oxidative amidation of benzylic alcohols. In this regard, CN was functionalized by β-CD/Cu(II) via 1,3-dibromopropane linker (CN-Pr-β-CD/Cu(II)). The prepared catalyst was characterized using FT-IR, XRD, FE-SEM, EDS, TGA, ICP-OES, BET, and TEM analyses. CN-Pr-β-CD/Cu(II) was subsequently applied in a direct oxidative amidation reaction and it was observed that different benzyl alcohols were converted to desire amides with good to excellent efficiency. This reaction was performed in the presence of amine hydrochloride salts, tert-butyl hydroperoxide (TBHP), and Ca2CO3 in acetonitrile (CH3CN) under nitrogen atmosphere. CN-Pr-β-CD/Cu(II) can be recycled and reused five times without significant reduction in reaction efficiency.

Highlights

  • In this study, an efficient catalyst based on graphitic carbon nitride nanosheets (CN) and copper(II) supported β-cyclodextrin (β-CD/Cu(II)) was synthesized and used for tandem oxidative amidation of benzylic alcohols

  • CN with two-dimensional morphology were prepared via exfoliation in liquid phase and the layers were separated by ultrasonic treatment

  • According to information obtained from X-ray diffraction (XRD) analysis, bulk g-C3N4 has been converted to nanosheets form of the g-C3N4

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Summary

Introduction

An efficient catalyst based on graphitic carbon nitride nanosheets (CN) and copper(II) supported β-cyclodextrin (β-CD/Cu(II)) was synthesized and used for tandem oxidative amidation of benzylic alcohols. In this regard, CN was functionalized by β-CD/Cu(II) via 1,3-dibromopropane linker (CN-Pr-β-CD/Cu(II)). One of the greenest procedures is amide formation via tandem oxidative amidation of benzylic alcohols by transition metal catalysts. 800 IR 100 device from Shimadzu company was used for the record Fourier transform (FT)-IR spectra to identify catalysts and reaction products (Japan) This analysis was performed in the range of 400–4000 ­cm−1. The resulting yellow solid was grinded to powder ­particles[45]

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