Biphasic aqueous organometallic catalysis promoted by cyclodextrins: How to design the water-soluble phenylphosphane to avoid interaction with cyclodextrin

Advanced Synthesis and Catalysis

Volumn 350, Issue 4, 2008, Pages 609-618

  Ferreira, Michel ^a   Bricout, Hervé ^a   Sayede, Adlane ^a   Ponchel, Anne ^a   Fourmentin, Sophie ^b   Tilloy, Sébastien ^a   Monflier, Eric ^a  

^a UNIVERSITÉ D'ARTOIS   (France)

^b UNIVERSITÉ DU LITTORAL CÔTE D OPALE   (France)

Author keywords

Aqueous phase catalysis; Cyclodextrin; Phosphanes; Supramolecular chemistry

Indexed keywords

EID: 45449099937     PISSN: 16154150     EISSN: 15213897     Source Type: Journal    
DOI: 10.1002/adsc.200700582     Document Type: Article

References (43)

1. a) W. A. Herrmann, C. W. Kohlpaintner, Angew. Chem. 1993, 105, 1588-1609;
2. Angew. Chem. Int. Ed. Engl. 1993, 32, 1524-1544;
3. b) B. Cornils, E. Wiebus, Chemtech 1995, 33-38;
4. c) B. Cornils, E. Wiebus, Recl. Trav. Chim. Pays-Bas 1996, 115, 211-215;
5. d) B. Cornils, J. Mol. Catal. A: Chem. 1999, 143, 1-10;
6. e) S. Liu, J. Xiao, J. Mol. Catal. A: Chem. 2007, 270, 1-43.
7. a) E. G. Kuntz, Chemtech 1987, 17, 570-575;
8. b) V. Michelet, M. Savignac, J. P. Genêt, Electronic Encyclopedia of Reagents for Organic Synthesis, (Eds. L. Paquette, P. Fuchs, D. Crich, P. Wipf), Wiley, New York, 2004.
9. H. Bahrmann, S. Bogdanovic, in: Aqueous-Phase Organometallic Catalysis, (Eds.: B. Cornils, W. A. Herrmann), VCH, Weinheim, 1998, pp 306-321.
10. a) J. R. Anderson, E. M. Campi, W. R. Jackson, Catal. Lett. 1991, 9, 55-58;
11. b) E. Monflier, G. Fremy, Y. Castanet, A. Mortreux, Angew. Chem. 1995, 107, 2450-2452;
12. Angew. Chem. Int. Ed. Engl. 1995, 34, 2269-2771;
13. c) M. T. Reetz, S. R. Waldvogel, Angew. Chem. 1997, 109, 870-873;
14. Angew. Chem. Int. Ed. Engl. 1997, 36, 865-867;
15. d) P. Kalck, L. Moquel, M. Dessoudeix, Catal. Today 1998, 42, 431-440;
16. e) T. Mathivet, C. Méliet, Y. Castanet, A. Mortreux, L. Caron, S. Tilloy, E. Monflier, J. Mol. Catal. A: Chem. 2001, 176, 105-116;
17. f) M. Dessoudeix, M. Urrutigoïty, P. Kalck, Eur. J. Inorg. Chem. 2001, 1797-1800.
18. E. Monflier, S. Tilloy, G. Fremy, Y. Castanet, A. Mortreux, Tetrahedron Lett. 1995, 36, 9481-9484.
19. a) E. Monflier, S. Tilloy, C. Méliet, A. Mortreux, S. Fourmentin, D. Landy, G. Surpateanu, New. J. Chem. 1999, 23, 469-472;
20. b) E. Monflier, S. Tilloy, L. Caron, J. M. Wieruszeski, G. Lippens, S. Fourmentin, D. Landy, G. Surpateanu, J. Inclusion Phenom. Macrocyclic Chem. 2000, 38, 361-379;
21. c) A. Da Costa, E. Monflier, D. Landy, S. Fourmentin, G. Surpateanu, Surf. Sci. 2001, 470, 275-283.
22. E. Monflier, H. Bricout, F. Hapiot, S. Tilloy, A. Aghmiz, A. M. Masdeu-Bultó, Adv. Synth. Catal. 2004, 346, 425-431.
23. C. Binkowski, J. Cabou, H. Bricout, F. Hapiot, Eric Monflier, J. Mol. Catal. A: Chem. 2004, 215, 23-32.
24. L. Leclercq, M. Sauthier, Y. Castanet, A. Mortreux, H. Bricout, E. Monflier, Adv. Synth. Catal. 2005, 347, 55-59.
25. P. Blach, D. Landy, S. Fourmentin, G. Surpateanu, H. Bricout, A. Ponchel, F. Hapiot, E. Monflier, Adv. Synth. Catal. 2005, 347, 1301-1307.
26. D. Kirschner, T. Green, F. Hapiot, S. Tilloy, L. Leclercq, H. Bricout, E. Monflier, Adv. Synth. Catal. 2006, 348, 379-386.
27. L. Leclercq, F. Hapiot, S. Tilloy, K. Ramkisoensing, J. N. H. Reek, P. W. N. M. van Leeuwen, E. Monflier, Organometallics 2005, 24, 2070-2075.
28. K. A. Connors, in: Comprehensive Supramolecular Chemistry, Vol. 3, (Eds.: J. L. Atwood, J. E. D. Davies, D. D. MacNicol, F. Vögtle), Pergamon, Oxford, 1996, pp 205-241.
29. H. Gulyás, A. Szöllösy, B. E. Hanson, J. Bakos, Tetrahedron Lett. 2002, 43, 2543-2546.
30. W. A. Herrmann, G. P. Albanese, R. B. Manetsberger, P. Lappe, H. Bahrmann, Angew. Chem. 1995, 107, 893-895;
31. Angew. Chem. Int. Ed. Engl. 1995, 34, 811- 813.
32. H. Gulyás, A. Szöllocombining double acute accentsy, P. Szabó, P. Halmos, J. Bakos, Eur. J. Org. Chem. 2003, 2775-2781.
33. H. Gulyas, A. C. Bényei, J. Bakos, Inorg. Chim. Acta 2004, 357, 3094-3098.
34. L. R. Moore, K. H. Shaughnessy, Org. Lett. 2004, 6, 225-228.
35. E. C. Western, K. H. Shaughnessy, J. Org. Chem. 2005, 70, 6378-6388.
36. H. Kinoshita, H. Shinokubo, K. Oshima, Angew. Chem. 2005, 117, 2449-2452;
37. Angew. Chem. Int. Ed. 2005, 44, 2397-2400.
38. X. Wang, H. Y. Fu, X. Li, H. Chen, Catal. Commun. 2004, 5, 739-741.
39. V. M. S. Gil, N. C. Oliveira, J. Chem. Educ. 1990, 67, 473-478.
40. a) D. Sinou, in: Aqueous-Phase Organometallic Catalysis, (Eds.: B. Cornils, W. A. Hermann), VCH, Weinheim, 1998, pp 401-407;
41. b) J. P. Genêt, M. Savignac, J. Organomet. Chem. 1999, 576, 305-317.
42. L. Leclercq, H. Bricout, S. Tilloy, E. Monflier, J. Colloid Interface Sci. 2007, 307, 481-487.
43. R. Gärtner, B. Cornils, H. Springer, P. Lappe, German Patent DE 5030, 1982