Chirality inversion in enantioselective hydrogenation of isophorone over Pd/MgO catalysts in the presence of (S)-proline: Effect of Pd particle size

Journal of Molecular Catalysis A: Chemical

Volumn 304, Issue 1-2, 2009, Pages 88-94

  Li, Shuang ^a   Chen, Chunhui ^a   Zhan, Ensheng ^a   Liu, Shang Bin ^b   Shen, Wenjie ^a  

^a DALIAN INSTITUTE OF CHEMICAL PHYSICS   (China)

^b INSTITUTE OF ATOMIC AND MOLECULAR SCIENCES   (Taiwan)

Author keywords

(S) Proline; 3,3,5 Trimethylcyclohexanone (TMCH); Chirality inversion; Enantioselective hydrogenation; Isophorone; Kinetic resolution

Indexed keywords

(S)-PROLINE; 3,3,5-TRIMETHYLCYCLOHEXANONE (TMCH); ENANTIOSELECTIVE HYDROGENATION; ISOPHORONE; KINETIC RESOLUTION;

CATALYSIS; CATALYSTS; CHEMISORPTION; CHIRALITY; ENANTIOMERS; HYDROGEN; PALLADIUM; PARTICLE SIZE; STEREOCHEMISTRY;

HYDROGENATION;

EID: 64849116004     PISSN: 13811169     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molcata.2009.01.029     Document Type: Article

References (30)

1. Orito Y., Imai S., and Niwa S. J. Chem. Soc. Jpn. (1979) 1118
2. Izumi Y., Imaida M., Fukawa H., and Akabori S. Bull. Chem. Soc. Jpn. 36 (1963) 21
3. Mallat T., Orglmeister E., and Baiker A. Chem. Rev. 107 (2007) 4863
4. Burgi T., and Baiker A. Acc. Chem. Res. 37 (2004) 909
5. Studer M., Blaser H.U., and Exner C. Adv. Synth. Catal. 345 (2003) 45
6. Tungler A. React. Kinet. Catal. Lett. 74 (2001) 271
7. Tungler A., Sipos E., and Hada V. Curr. Org. Chem. 10 (2006) 1569
8. Nitta Y. J. Synth. Org. Chem. Jpn. 64 (2006) 827
9. Klabunovskii E., Smith G.V., and Zsigmond A. In: James B., and Leeuwen P.W.N.M.V. (Eds). Heterogeneous Enantioselective Hydrogenation: Theory and Practice Series: Catalysis by Metal Complexes (2006), Springer, The Netherlands
10. Tungler A., Kajtar M., Mathe T., Toth G., Fogassy E., and Petro J. Catal. Today 5 (1989) 159
11. Tungler A., Mathe T., Petro J., and Tarnai T. J. Mol. Catal. 61 (1990) 259
12. Fodor M., Tungler A., and Vida L. Catal. Today 140 (2008) 58
13. Sipos E., Tungler A., and Bitter I. J. Mol. Catal. A: Chem. 198 (2003) 167
14. Sipos E., Tungler A., and Fogassy G. J. Mol. Catal. A: Chem. 216 (2004) 171
15. Mhadgut S.C., Bucsi I., Török M., and Török B. Chem. Commun. (2004) 984
16. Mhadgut S.C., Török M., Esquibel J., and Török B. J. Catal. 238 (2006) 441
17. Mhadgut S.C., Török M., Dasgupta S., and Török B. Catal. Lett. 123 (2008) 156
18. McIntosh A.I., Watson D.J., Burton J.W., and Lambert R.M. J. Am. Chem. Soc. 128 (2006) 7329
19. McIntosh A.I., Watson D.J., and Lambert R.M. Langmuir 23 (2007) 6113
20. Zhan E.S., Li S., Xu Y.D., and Shen W.J. Catal. Commun. 8 (2007) 1239
21. Li S., Zhan E.S., Li Y., Xu Y.D., and Shen W.J. Catal. Today 131 (2008) 347
22. Klug H.P., and Alexander L.E. X-Ray Diffraction Procedures: For Polycrystalline and Amorphous Materials. 2nd ed. (1974), Wiley, New York
23. Boudart M., and Hwang H.S. J. Catal. 39 (1975) 44
24. Amorim C., and Keane M.A. J. Colloid Interface Sci. 322 (2008) 196
25. Liu Z., Cortés-concepción J.A., Mustian M., and Amiridis M.D. Appl. Catal. A: Gen. 302 (2006) 232
26. Tarnai T., Tungler A., Mathe T., Petro J., Sheldon R.A., and Toth G. J. Mol. Catal. A: Chem. 102 (1995) 41
27. Tungler A., Mathe T., Tarnai T., Fodor K., Toth G., Kajtar J., Kolossvary I., Herenyi B., and Sheldon R.A. Tetrahedron: Asymmetry 6 (1995) 2395
28. Farkas G., Hegedus L., Tungler A., Mathe T., Figueiredo J.L., and Freitas M. J. Mol. Catal. A: Chem. 153 (2000) 215
29. Farkas G., Sipos E., Tungler A., Sarkany A., and Figueiredo J.L. J. Mol. Catal. A: Chem. 170 (2001) 101
30. Seebach D., Beck A.K., Badine D.M., Limbach M., Eschenmoser A., Treasurywala A.M., Hobi R., Prikoszovich W., and Linder B. Helv. Chim. Acta 90 (2007) 425