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Reduced graphene oxide-immobilized iron nanoparticles Fe(0)@rGO as heterogeneous catalyst for one-pot synthesis of series of propargylamines

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Abstract

Iron nanoparticles immobilized on reduced graphene oxide (rGO), nanocomposite Fe(0)@rGO 1, were prepared in situ by reduction of GO and FeCl3·6H2O using sodium borohydride under nitrogen atmosphere. The nanocomposite 1 was isolated as a black powder having iron NPs of size ~ 41 nm. The nanocomposite 1 exhibited good catalytic activity in one-pot A3-coupling reactions of aldehyde, amines and terminal alkynes to afford propargylamines in very high yields (72–86%) at a low loading of 0.7 mol%, without any additive or a cocatalyst. The catalyst 1 can be magnetically separated, retrieved and recycled up to four times without noticeable changes in the morphology and catalytic activity.

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Acknowledgements

We are thankful to the CRF, IIT (ISM) Dhanbad; SAIF, Punjab University, Chandigarh; CIF, IISER, Bhopal; ACMS, IIT Kanpur; STIC, Cochin; SAIF, IIT Madras; and SAIF, IIT Bombay, for providing the help in the analysis of the samples. S. Kujur acknowledges the receipt of IIT (ISM) fellowship. Prof. D. D. Pathak would like to acknowledge the receipt of grant no. 01(2930)/18/EMR-II from the CSIR, New Delhi, India.

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Correspondence to Devendra Deo Pathak.

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Kujur, S., Pathak, D.D. Reduced graphene oxide-immobilized iron nanoparticles Fe(0)@rGO as heterogeneous catalyst for one-pot synthesis of series of propargylamines. Res Chem Intermed 46, 369–384 (2020). https://doi.org/10.1007/s11164-019-03955-5

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Keywords

  • Graphene oxide
  • Iron NPs
  • Heterogeneous catalysis
  • A3-coupling