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Continuous Enantioselective Hydrogenation of Ethylbenzoylformate over Pt/Al2O3 Catalyst: Bed Dilution Effects and Cinchonidine Adsorption Study

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Abstract

Depending on the reaction medium (toluene or acetic acid) striking differences were observed in the development of enantiomeric excess with time-on-stream in continuous enantioselective hydrogenation of ethylbenzoylformate on cinchonidine-modified Pt/Al2O3, which correlated well with the amount of adsorbed cinchonidine on alumina and silica from acetic acid and toluene solutions. Maximally 93% enantiometric excess (ee) of (R)-ethyl mandelate was obtained.

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References

  1. N. Künzle, R. Hess, T. Mallat and A. Baiker, J. Catal. 186 (1999) 239.

    Google Scholar 

  2. N. Künzle, J.-W. Solèr and A. Baiker, Catal. Today. 79–80 (2003) 503.

    Google Scholar 

  3. E. Toukoniitty, P. Mäki-Arvela, A. Kalantar Neyestanaki, T. Salmi, R. Sjöholm, R. Leino, E. Laine, P.J. Kooyman, T. Ollonqvist and J. Väyrynen, Appl. Catal. A: Gen. 216 (2001) 73.

    Google Scholar 

  4. E. Toukoniitty, P. Mäki-Arvela, A. Kalantar Neyestanaki, T. Salmi and D.Yu. Murzin, Appl. Catal. A: Gen. 235 (2002) 125.

    Google Scholar 

  5. X. Li and C. Li, Catal. Lett. 77 (2001) 251.

    Google Scholar 

  6. N. Künzle, T. Mallat and A. Baiker, Appl. Catal. A: Gen. 238 (2003) 251.

    Google Scholar 

  7. J.T. Richardson, Principles of Catalyst Development, (Plenum Press, New York, 1989).

    Google Scholar 

  8. H.U. Blaser, Studies in Surface Science and Catalysis, eds. Guisnet et al. Elsevier, Amsterdam, (1988) p. 153.

    Google Scholar 

  9. I.M. Sutherland, A. Ibbotson, R.B. Moyes and P.B. Wells, J. Catal. 125 (1990) 77.

    Google Scholar 

  10. M. Sutyinszki, K. Szöri, K. Felföldi and M. Bartok, Catal. Commun. 3 (2002) 125.

    Google Scholar 

  11. E. Toukoniitty, P. Mäki-Arvela, A. Nunes Villela, A. Kalantar Neyestanaki, T. Salmi, R. Leino, R. Sjöholm, E. Laine, J. Väyrynen, T. Ollonqvist and P.J. Kooyman, Catal. Today. 60 (2000) 175.

    Google Scholar 

  12. M. von Arx, T. Mallat and A. Baiker, Top. Catal. 19 (2002) 75.

    Google Scholar 

  13. E. Toukoniitty, B. ševČíková, P. Mäki-Arvela, J. Wärnå, T. Salmi and D.Yu. Murzin, J. Catal. 213 (2003) 7.

    Google Scholar 

  14. G. Ertl, H. Knözinger and J. Weitkamp, Handbook of Heterogeneous Catalysis (Wiley-VCH, Weinheim, 1997), p. 194.

    Google Scholar 

  15. D. Ferri, T. Bürgi and A. Baiker, J. Chem. Soc., Perkin Trans. 2 (7) (1999) 1305.

    Google Scholar 

  16. M. Studer, H.-U. Blaser and C. Exner, Adv. Synth. Catal. 345 (2003) 45.

    Google Scholar 

  17. M. Bartók, K. Balázsik, T. Bartók and Z. Kele, Catal. Lett. 87 (2003) 235.

    Google Scholar 

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Authors and Affiliations

  1. Laboratory of Industrial Chemistry, Process Chemistry Centre, Åbo Akademi University, FIN-20500, Turku-Åbo, Finland

    E. Toukoniitty, P. Mäki-Arvela, N. Kumar, T. Salmi & D. Yu. Murzin

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  1. E. Toukoniitty
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  2. P. Mäki-Arvela
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  3. N. Kumar
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  4. T. Salmi
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  5. D. Yu. Murzin
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Correspondence to D. Yu. Murzin.

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Toukoniitty, E., Mäki-Arvela, P., Kumar, N. et al. Continuous Enantioselective Hydrogenation of Ethylbenzoylformate over Pt/Al2O3 Catalyst: Bed Dilution Effects and Cinchonidine Adsorption Study. Catalysis Letters 95, 179–183 (2004). https://doi.org/10.1023/B:CATL.0000027292.23132.5c

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  • DOI: https://doi.org/10.1023/B:CATL.0000027292.23132.5c

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