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Alkylation of Phenols and Naphthols on Silica-Immobilized Triflate Derivatives

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Abstract

Immobilized triflate derivatives (La(OTf)3, AgOTf, tert-butyldimethylsilyltrifluoro-methanesulfonate), and triflic acid were found to be effective in the alkylation of phenol and naphthols with tert-butanol. The acidic strength and type of acidity (Lewis or Brønsted) are key factors controlling the conversion and product distribution.

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References

  1. G. A. Olah, R. Krishnamurthy and G. K. S. Prakash, in Comprehensive Organic Synthesis, B. M. Trost and I. Fleming (eds), Vol. 3 (Pergamon, Oxford, 1991) p. 293.

    Google Scholar 

  2. R. A. Sheldon and H. van Bekkum, Fine Chemicals through Heterogeneous Catalysis (Wiley-VCH, Weinheim, 2001).

    Google Scholar 

  3. A. Knop and L. A. Pilato, Phenolic Resins Chemistry (Springer, Berlin, 1985).

    Google Scholar 

  4. K. Weissermel and H.-J. Arpe, Industrial Organic Chemistry, 3rd ed. (VCH, Weinheim, 1997) p. 358.

    Google Scholar 

  5. The Merck Index, 11th ed. (1989).

  6. R. Dowbenko, in Kirk-Othmer Encyclopedia of Chemical Technology, J. J. Kroschwitz and M. Howe-Grant (eds), Vol. 2, 4th ed. (Wiley, New York, 1992) p. 106.

    Google Scholar 

  7. G. A. Olah and J. A. Olah, J. Am. Chem. Soc. 98 (1976) 1839.

    Google Scholar 

  8. O. N. Tsevktov and K. D. Kovenev, Int. J. Chem. Eng. 6 (1966) 328.

    Google Scholar 

  9. S. van den Bosch, E. van't Land and J. Stoffelsma, US Patent 4,414,233 (1983) to Polak's Frutal Works, B.V.

  10. N. Yukiya, M. Sadao and H. Shigetoshi, JP 56-060290 (1981) to Mitsubishi Gas Chem Co Inc

  11. K. Shigeaki and I. Sunao, JP 06-080800 (1994) Matsushita Electric Works Ltd.

  12. A. N. Parvulescu, B. C. Gagea, V. Parvulescu, V. I. Parvulescu, G. Poncelet and P. Grange, Catal. Today 73 (2002) 177.

    Google Scholar 

  13. K. Tanabe and T. Nishizaki, in Proc. 6th Int. Congress on Catalysis, F. C. Tompkins (Ed.) (The Chemical Society, London, 1977) p. 863.

    Google Scholar 

  14. R. Anand, R. Maheswari, K. U. Gore and B. B. Tope, J. Mol. Catal. A193 (2003) 251.

    Google Scholar 

  15. K. Zhang, C. Huang, H. Zhang, S. Xiang, S. Liu, D. Xu and H. Li, Appl. Catal. A166 (1998) 89.

    Google Scholar 

  16. A. Sakthivel, S. K. Badamali and P. Selvam, Microporous Mesoporous Mater 39 (2000) 457.

    Google Scholar 

  17. S. Subramanian, A. Mitra, C. V. V. Satyanarayana and D. K. Chakrabarty, Appl. Catal. A159 (1997) 229.

    Google Scholar 

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Gagea, B.C., Parvulescu, A.N., Parvulescu, V.I. et al. Alkylation of Phenols and Naphthols on Silica-Immobilized Triflate Derivatives. Catalysis Letters 91, 141–144 (2003). https://doi.org/10.1023/B:CATL.0000006330.84737.fb

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  • DOI: https://doi.org/10.1023/B:CATL.0000006330.84737.fb

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