Numerical Modeling of Differential Kinetics in the Asymmetric Hydrogenation of Acetophenone by Noyori's Catalyst

Advanced Synthesis and Catalysis

Volumn 345, Issue 12, 2003, Pages 1353-1359

  Hartmann, Rudolf ^a   Chen, Peter ^a  

^a ETH ZURICH   (Switzerland)

Author keywords

Asymmetric hydrogenation; Homogeneous catalysis; Kinetics; Ruthenium

Indexed keywords

ACETOPHENONE; CHLORINE DERIVATIVE; HYDROGEN; RUTHENIUM COMPLEX;

ARTICLE; CATALYSIS; CATALYST; HYDROGENATION; KINETICS; PRESSURE; STATISTICAL MODEL;

EID: 1642514573     PISSN: 16154150     EISSN: None     Source Type: Journal    
DOI: 10.1002/adsc.200303103     Document Type: Article

References (21)

1. M. Boudart, Catal. Lett. 2000, 65, 1.
2. R. Noyori, T. Okhuma, Angew. Chem. 2001, 113, 40; Angew. Chem. Int. Ed. 2001, 40, 40; R. Noyori, T. Okhuma, Pure Appl. Chem. 1999, 71, 1493.
3. R. Noyori, T. Okhuma, Angew. Chem. 2001, 113, 40; Angew. Chem. Int. Ed. 2001, 40, 40; R. Noyori, T. Okhuma, Pure Appl. Chem. 1999, 71, 1493.
4. R. Noyori, T. Okhuma, Angew. Chem. 2001, 113, 40; Angew. Chem. Int. Ed. 2001, 40, 40; R. Noyori, T. Okhuma, Pure Appl. Chem. 1999, 71, 1493.
5. -1.
6. Similar effects have been reported in other hydrogenation reactions: Y. Sun, R. N. Landau, J. Wang, C. LeBlond, D. G. Blackmond, J. Am. Chem. Soc. 1996, 118, 1348.
7. R. Hartmann, P. Chen, Angew. Chem. 2001, 113, 3693; Angew. Chem. Int. Ed. 2001, 40, 3581.
8. R. Hartmann, P. Chen, Angew. Chem. 2001, 113, 3693; Angew. Chem. Int. Ed. 2001, 40, 3581.
9. [8] suggest that activation must be reasonably high.
10. T. Rosner, J. Le Bars, A. Pfaltz, D. G. Blackmond, J. Am. Chem. Soc. 2001, 123, 1848; T. Rosner, A. Pfaltz, D. G. Blackmond, J. Am. Chem. Soc. 2001, 123, 4621; D. G. Blackmond, C. R. McMillan, S. Ramdeehul, A. Schorn, J. M. Brown, J. Am. Chem. Soc. 2001, 123, 10103; U. K. Singh, E. R. Strieter, D. G. Blackmond, S. L. Buchwald, J. Am. Chem. Soc. 2002, 124, 14104; F. Buono, D. G. Blackmond, J. Am. Chem. Soc. 2003, 125, 8978.
11. T. Rosner, J. Le Bars, A. Pfaltz, D. G. Blackmond, J. Am. Chem. Soc. 2001, 123, 1848; T. Rosner, A. Pfaltz, D. G. Blackmond, J. Am. Chem. Soc. 2001, 123, 4621; D. G. Blackmond, C. R. McMillan, S. Ramdeehul, A. Schorn, J. M. Brown, J. Am. Chem. Soc. 2001, 123, 10103; U. K. Singh, E. R. Strieter, D. G. Blackmond, S. L. Buchwald, J. Am. Chem. Soc. 2002, 124, 14104; F. Buono, D. G. Blackmond, J. Am. Chem. Soc. 2003, 125, 8978.
12. T. Rosner, J. Le Bars, A. Pfaltz, D. G. Blackmond, J. Am. Chem. Soc. 2001, 123, 1848; T. Rosner, A. Pfaltz, D. G. Blackmond, J. Am. Chem. Soc. 2001, 123, 4621; D. G. Blackmond, C. R. McMillan, S. Ramdeehul, A. Schorn, J. M. Brown, J. Am. Chem. Soc. 2001, 123, 10103; U. K. Singh, E. R. Strieter, D. G. Blackmond, S. L. Buchwald, J. Am. Chem. Soc. 2002, 124, 14104; F. Buono, D. G. Blackmond, J. Am. Chem. Soc. 2003, 125, 8978.
13. T. Rosner, J. Le Bars, A. Pfaltz, D. G. Blackmond, J. Am. Chem. Soc. 2001, 123, 1848; T. Rosner, A. Pfaltz, D. G. Blackmond, J. Am. Chem. Soc. 2001, 123, 4621; D. G. Blackmond, C. R. McMillan, S. Ramdeehul, A. Schorn, J. M. Brown, J. Am. Chem. Soc. 2001, 123, 10103; U. K. Singh, E. R. Strieter, D. G. Blackmond, S. L. Buchwald, J. Am. Chem. Soc. 2002, 124, 14104; F. Buono, D. G. Blackmond, J. Am. Chem. Soc. 2003, 125, 8978.
14. T. Rosner, J. Le Bars, A. Pfaltz, D. G. Blackmond, J. Am. Chem. Soc. 2001, 123, 1848; T. Rosner, A. Pfaltz, D. G. Blackmond, J. Am. Chem. Soc. 2001, 123, 4621; D. G. Blackmond, C. R. McMillan, S. Ramdeehul, A. Schorn, J. M. Brown, J. Am. Chem. Soc. 2001, 123, 10103; U. K. Singh, E. R. Strieter, D. G. Blackmond, S. L. Buchwald, J. Am. Chem. Soc. 2002, 124, 14104; F. Buono, D. G. Blackmond, J. Am. Chem. Soc. 2003, 125, 8978.
15. K. Abdul-Rashid, S. E. Clapham, A. Hadzovic, J. N. Harvey, A. J. Lough, R. H. Morris, J. Am. Chem. Soc. 2002, 124, 15104.
16. H. Doucet, T. Ohkuma, K. Murata, T. Yokozawa, M. Kozawa, E. Katayama, A. F. England, T. Ikariya, R. Noyori, Angew. Chem. 1998, 110, 1792; Angew. Chem. Int. Ed. 1998, 37, 1703.
17. H. Doucet, T. Ohkuma, K. Murata, T. Yokozawa, M. Kozawa, E. Katayama, A. F. England, T. Ikariya, R. Noyori, Angew. Chem. 1998, 110, 1792; Angew. Chem. Int. Ed. 1998, 37, 1703.
18. E. Brunner, Ber. Bunsenges. Phys. Chem. 1979, 83, 715.
19. For modeling of capital or material flows in a business setting, non-linear dynamics is the name given to the mathematical construction that chemists would call kinetics. The equations are formally equivalent to chemical kinetics, which makes the highly developed business software ideal for modeling of catalytic reactions.
20. K. Burtscher, Nachr. Chem. Techn. Lab. 1994, 42, 729.
21. P. R. Bevington, Data Reduction and Error Analysis for the Physical Sciences, McGraw-Hill, New York, 1969, Chapter 11-4.