Detailed mechanistic studies using in situ spectroscopic analysis: A look at little-known regions of the Heck reaction

Advanced Synthesis and Catalysis

Volumn 346, Issue 4, 2004, Pages 467-473

  Rothenberg, Gadi ^a   Cruz, Susana C ^a   Van Strijdonck, Gino P F ^a   Hoefsloot, Huub C J ^a  

^a UNIVERSITY OF AMSTERDAM   (Netherlands)

Author keywords

Catalyst deactivation; Cross coupling; Homogeneous catalysis; Kinetic analysis; Palladium; Spectroscopy

Indexed keywords

DIMER; MONOMER; PALLADIUM; PHOSPHORAMIDIC ACID DERIVATIVE;

ARTICLE; CATALYST; CHEMICAL REACTION KINETICS; GAS CHROMATOGRAPHY; HECK REACTION; MATHEMATICAL ANALYSIS; MOLECULAR MECHANICS; MOLECULAR MODEL; NEAR INFRARED SPECTROSCOPY;

EID: 2342604431     PISSN: 16154150     EISSN: None     Source Type: Journal    
DOI: 10.1002/adsc.200303163     Document Type: Article

References (30)

1. I. P. Beletskaya, A. V. Cheprakov, Chem. Rev. 2000, 100, 3009.
2. J. McChesney, Spec. Chem. 1999, 19, 98.
3. T.-C. Wu, V. Ramachandran, Innovations Pharm. Technol. 2000, 97.
4. T. Mizoroki, Bull. Chem. Soc. Jpn. 1971, 44, 581.
5. W. A. Hermann, in: Applied Homogeneous Catalysis with Organometallic Compounds, Vol. 2, (Eds.: B. Cornils, W. A. Hermann), VCH, Weinheim, 1996.
6. R. F. Heck, J. P. Nolley, J. Org. Chem. 1972, 37, 2320.
7. M. Ohff, A. Ohff, M. E. van der Boom, D. Milstein, J. Am. Chem. Soc. 1997, 119, 11687.
8. M. Ohff, A. Ohff, D. Milstein, Chem. Commun. 1999, 357.
9. J. G. de Vries, Can. J. Chem. 2001, 79, 1086.
10. H.-U. Blaser, A. Indolese, A. Schnyder, Curr. Sci. 2000, 78, 1336.
11. G. T. Crisp, Chem. Soc. Rev. 1998, 27, 427.
12. F. Diederich, P. J. Stang, Metal-catalyzed Cross-coupling Reactions, Wiley-VCH, Weinheim, 1997.
13. J. Louie, J. F. Hartwig, Angew. Chem. Int. Ed. Engl. 1996, 35, 2359.
14. B. L. Shaw, S. D. Perera, Chem. Commun. 1998, 1863.
15. J. A. Loch, M. Albrecht, E. Peris, J. Mata, J. W. Faller, R. H. Crabtree, Organometallics 2002, 21, 700.
16. W. Cabri, I. Candiani, S. DeBernardinis, F. Francalanci, S. Penco, R. Santo, J. Org. Chem. 1991, 56, 5796.
17. C. Amatore, M. Azzabi, A. Jutand, J. Am. Chem. Soc. 1991, 113, 8375.
18. C. Amatore, E. Carre, A. Jutand, M. A. M'Barki, G. Meyer, Organometallics 1995, 14, 5605.
19. C. A. Merlic, M. F. Semmelhack, J. Organomet. Chem. 1990, 391, C23.
20. T. Rosner, A. Pfaltz, D. G. Blackmond, J. Am. Chem. Soc. 2001, 123, 4621.
21. P. W. N. M. van Leeuwen, Appl Catal A: Gen. 2001, 212, 61.
22. M. T. Reetz, E. Westermann, Angew. Chem. Int. Ed. 2000, 39, 165.
23. M. T. Reetz, R. Breinbauer, K. Wanninger, Tetrahedron Lett. 1996, 37, 4499.
24. G. P. F. van Strijdonck, M. D. K. Boele, P. C. J. Kamer, J. G. de Vries, P. W. N. M. Van Leeuwen, Eur. J. Inorg. Chem. 1999, 1073.
25. W. A. Herrmann, C. Brossmer, K. Oefele, C.-P. Reisinger, T. Priermeier, M. Beller, H. Fischer, Angew. Chem. Int. Ed. Engl 1995, 34, 1844.
26. T. Rosner, J. Le Bars, A. Pfaltz, D. G. Blackmond, J. Am. Chem. Soc. 2001, 123, 1848.
27. M. Tromp, J. R. A. Sietsma, J. A. van Bokhoven, G. P. F. van Strijdonck, R. J. van Haaren, A. M. J. van der Eerden, P. W. N. M. van Leeuwen, D. C. Koningsberger, Chem. Commun. 2003, 128.
28. A. Lorber, K. Faber, B. R. Kowalski, Anal. Chem. 1997, 69, 1620.
29. S. C. Cruz, P. J. Aarnouste, G. Rothenberg, J. A. Westerhuis, A. K. Smilde, A. Bliek, Phys. Chem. Chem. Phys. 2003, 5, 4455.
30. W. H. Press, B. P. Flannery, S. A. Teukolsky, W. T. Vetterling, Numerical recipes in C: The art of scientific computing, 2nd edn., Cambridge University Press, Cambridge, 1993.