Chinese Journal of Catalysis ›› 2014, Vol. 35 ›› Issue (7): 1126-1135.DOI: 10.1016/S1872-2067(14)60052-8

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N-Sulfonic acid poly(4-vinylpyridinum) hydrogen sulfate as a novel, efficient, and reusable solid acid catalyst for acylation under solvent-free conditions

Nader Ghaffari Khaligha,b, Parisa Ghods Ghasem-Abadic,d   

  1. a. Department of Chemistry, Qaemshahr Branch, Islamic Azad University, Qaemshahr, 47651-61964, Iran;
    b. House Research of Professor Reza, Education Guilan, Rasht, District 1, 41569-17139, Iran;
    c. Department of Chemistry, College of Science, University of Mohaghegh-Ardabili, Ardabil, Iran;
    d. Department of Chemistry, Memorial University, St. John's, NL, A1B 3X7, Canada
  • Received:2014-01-01 Revised:2014-02-10 Online:2014-06-28 Published:2014-06-28

Abstract:

N-Sulfonic acid poly(4-vinylpyridinum) hydrogen sulfate has been developed as a recyclable solid acid catalyst for the acetylation of alcohols, phenols, thiols, and amines, as well as the 1,1-diacetylation of aldehydes under solvent-free conditions at room temperature. The acetylated products were formed in good to excellent yields over short reaction times, and the catalyst could be readily recovered by filtration and used several times without any discernible loss in activity. The hydrogen sulfate anion of the catalytic system was found to play a critical role in enhancing the reaction time and yield of the acetylation reaction.

Key words: Solid acid, Functionalized poly(4-vinylpyridine), Anion effect, Acetylation, 1,1-Diacetylation, Solvent-free conditions