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Acylation of Phenols, Alcohols, Thiols, Amines and Aldehydes Using Sulfonic Acid Functionalized Hyper-Cross-Linked Poly(2-naphthol) as a Solid Acid Catalyst

  • Reddi Mohan Naidu Kalla
  • Sirigireddy Sudharsan Reddy
  • Il KimEmail author
Article

Abstract

The hyper-cross-linked porous poly(2-naphthol) fabricated by the Friedel–Crafts alkylation of 2-naphthol has been functionalized with sulfonic acid to obtain a solid acid catalyst. The catalyst is applied for the protection of phenol, alcohols, thiols, amines and aldehydes with acetic anhydride at room temperature. The catalytic protection using the new solid acid is featured by achieving high yield at neat condition, needing no aqueous work-up and/or chromatographic separation, and showing excellent recycling efficiency, suggesting the potential of this sulfonated porous polymers as a new protection protocol in a wide range of sustainable chemical reactions.

Graphical Abstract

An efficient and eco-friendly method has been developed for the protection of phenols, alcohols, thiols, amines and aldehydes with acetic anhydride in presence of sulfonic-acid-functionalized hyper-cross-linked poly(2-naphthol) as a solid acid catalyst.

Keywords

Acylation Crosslinked polymers Heterogeneous catalysis Poly(2-naphtol) Protection Solid acid 

Notes

Acknowledgements

This work was supported by the Basic Science Research Program of the National Research Foundation of Korea (2018R1D1A1A09081809). The authors are also grateful to the BK21 PLUS Program for partial financial support.

Compliance with Ethical Standards

Conflict of interest

The authors declare that they have no conflict of interest.

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Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2019

Authors and Affiliations

  • Reddi Mohan Naidu Kalla
    • 1
  • Sirigireddy Sudharsan Reddy
    • 1
  • Il Kim
    • 1
    Email author
  1. 1.BK21 PLUS Center for Advanced Chemical Technology, Department of Polymer Science and EngineeringPusan National UniversityBusanRepublic of Korea

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