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Magnetic phosphonium ionic liquid: Application as a novel dual role acidic catalyst for synthesis of 2′-aminobenzothiazolomethylnaphthols and amidoalkyl naphthols

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Abstract

In this investigation, a novel magnetic phosphonium ionic liquid (MPIL) was designed and synthesized through a two-step process. The resulting magnetic ionic liquid was fully characterized using different techniques including Fourier-transform infrared spectroscopy (FT-IR), thermogravimetric analysis (TGA), derivative thermogravimetric analysis (DTG), energy-dispersive X-ray spectroscopy (EDX) and vibrating sample magnetometer (VSM). The prepared dual acidic MPIL represents brilliant catalytic performance towards the synthesis of 2′-aminobenzothiazolomethylnaphthol and amidoalkyl naphthol derivatives. Combination of magnetic, Bronsted and Lewis acid ability within a single compound is the major advantage of prepared MPIL. The present work can open up a new and promising insight in the course of rational design, synthesis and applications of task-specific multi-rule magnetic ionic liquids for various purposes.

Graphic abstract

A novel magnetic phosphonium ionic liquid promoted the synthesis of 2′-aminobenzothiazolomethylnaphthols and amidoalkyl naphthol derivatives.

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Acknowledgements

We thank Bu-Ali Sina University and Iran National Science Foundation (INSF) (Grant Number: 98001912), for financial support.

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Correspondence to Meysam Yarie or Mohammad Ali Zolfigol.

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Torabi, M., Yarie, M., Zolfigol, M.A. et al. Magnetic phosphonium ionic liquid: Application as a novel dual role acidic catalyst for synthesis of 2′-aminobenzothiazolomethylnaphthols and amidoalkyl naphthols. Res Chem Intermed 46, 891–907 (2020). https://doi.org/10.1007/s11164-019-03996-w

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Keywords

  • Ionic liquids
  • Magnetic ionic liquids
  • Phosphonium ionic liquid
  • 2′-aminobenzothiazolomethylnaphthols
  • Amidoalkyl naphthols
  • Multicomponent reactions