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1,1′-Butylenebis(3-sulfo-3H-imidazol-1-ium) hydrogensulfate: a versatile task-specific ionic liquid catalyst for the synthesis of 4H-pyran scaffolds through non-conventional process

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Abstract

In the present study, the catalytic efficiency of 1,1′-butylenebis(3-sulfo-3H-imidazol-1-ium) hydrogensulfate (BBSI-HSO4) as a versatile sulfonic acid-functionalized ionic liquid was demonstrated for the one-pot mechanosynthesis of pyrano[4,3-b]-pyrans using planetary ball mill at room temperature under solvent-free conditions. This efficient mechanosynthesis approach to the 4H-pyran scaffolds displays a combination of the structure–activity relationship of ionic liquids with ecological benefits of a mechanocatalytic procedure. The ionic liquid was easily recycled and reused several times with no significant loss of its catalytic activity.

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Acknowledgements

The authors are grateful to staff members in the Analytical and Testing Center of Nanotechnology & Catalysis Research Center of Malaya University.

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Authors and Affiliations

  1. Nanotechnology and Catalysis Research Centre, NANOCAT, University of Malaya, Kuala Lumpur, Malaysia

    Nader Ghaffari Khaligh, Ong Chiu Ling, Mohd Rafie Johan & Juan Joon Ching

  2. Environmental Research Laboratory, Department of Water and Environmental Engineering, School of Civil Engineering, Iran University of Science and Technology, Tehran, 16765-163, Iran

    Taraneh Mihankhah

Authors
  1. Nader Ghaffari Khaligh
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  2. Ong Chiu Ling
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  3. Taraneh Mihankhah
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  4. Mohd Rafie Johan
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  5. Juan Joon Ching
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Corresponding author

Correspondence to Nader Ghaffari Khaligh.

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Khaligh, N.G., Ling, O.C., Mihankhah, T. et al. 1,1′-Butylenebis(3-sulfo-3H-imidazol-1-ium) hydrogensulfate: a versatile task-specific ionic liquid catalyst for the synthesis of 4H-pyran scaffolds through non-conventional process. Monatsh Chem 150, 655–662 (2019). https://doi.org/10.1007/s00706-018-2336-2

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  • DOI: https://doi.org/10.1007/s00706-018-2336-2

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