Synthesis of a family of triarylphosphanes with fluorous phase affinity

European Journal of Organic Chemistry

Volumn , Issue 2, 2002, Pages 269-275

  Sinou, Denis ^a,b   Maillard, David ^a   Pozzi, Gianluca ^a  

^a UNIVERSITÉ LYON 1   (France)

^b CNR   (Italy)

Author keywords

Fluorinated ligands; Fluorine; Oxidation; Partition coefficients; Phosphane oxides; Phosphanes

Indexed keywords

FLUORINE;

BRANCHING POINTS; EFFICIENT SYNTHESIS; FLUORINATED LIGANDS; FLUOROUS; FUNCTIONALIZED; META POSITIONS; PARA POSITION; PARTITION COEFFICIENT; PHOSPHANE OXIDE; PHOSPHANES;

CHELATION;

ORGANOMETALLIC COMPOUND; PHOSPHANILIC ACID; TRIARYLPHOSPHANE; UNCLASSIFIED DRUG;

ARTICLE; FLUORINATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OXIDATION; PHASE TRANSITION; SYNTHESIS; TEMPERATURE DEPENDENCE;

EID: 0036156351     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/1099-0690(20021)2002:2<269::AID-EJOC269>3.0.CO;2-B     Document Type: Article

References (40)

1. B. Cornus, W. A. Herrmann, Aqueous-Phase Organometallic Catalysis. Concepts and Applications, VCH, Weinheim, 1996.
2. D. Sinou, in Topics in Current Chemistry, Modern Solvents in Organic Synthesis (Ed.: P. Knöchel), Springer-Verlag, Berlin, 1999,206,41-59.
3. M. E. Davis, CHEMTECH 1992, 22, 498-502.
4. I. T. Horvàth, Acc. Chem. Res. 1998, 31, 641-650.
5. F. Montanari, G. Pozzi, S. Quici, Chim. Ind. (Milan) 1998, 80, 469-475.
6. E. de Wolf, G. van Koten, B.-J. Deelman, Chem. Soc Rev. 1999, 28, 37-41.
7. R. H. Fish, Chem. Eiir. J. 1999, 5, 1677-1680.
8. M. Cavazzini, F. Montanari, G. Pozzi, S. Quici, J. Fluorine Chem. 1999,94, 183-193.
9. L. P. Barthel Rosa, J. A. Gladysz, Coonl. Chem. Rev. 1999, 192, 587-605.
10. E. G. Hope, A. M. Stuart, J. Fluorine Chem. 1999, 700, 75-83.
11. B. Betzemeier, P. Knöchel, in Topics in Current Chemistry, Modem Solvents in Organic Synthesis (Ed.: P. Knöchel), Springer-Verlag, Berlin, 1999, 206, 61-78.
12. P. Bhattacharyya, B. Croxtall, J. Fawcett, J. Fawcett, D. Gudmunsen, E. G. Hope, R. D. W. Kemmitt, D. R. Paige, D. R. Russell, A. M. Stuart, D. R. W. Wood, J. Fluorine Clicm. 2000, 101, 247-255.
13. Y. Chauvin, H. Olivier-Bourbigou, Cliemtecli 1995, 25, 26-30.
14. T. Welton, Chem. Rev. 1999, 99, 2071-2084.
15. P. Wasserscheid, W. Keim, Augen: Chem. 2000, 112, 3926-3945; Angcw. Chem. Int. Ed. 2000, 39, 3772-3789.
16. M. Vogt, PhD Dissertation, Rheinisch-Westfälische Technische Hochshüle, Aachen, Germany, 1991.
17. I. T. Horvàth, J. Ràbaï, Science 1994, 266, 72-75.
18. L. J. Alvey, D. Rutherford, J. J. J. Juliette, J. A. Gladysz, J. Org. Chem. 1998, 63, 6302-6308.
19. L. J. Alvey, R. Meier, T. Soôs, P. Bernatis, J. A. Gladysz, Eur. J. Inorg. Chem. 2000, 1975-1983.
20. P. Bhattacharyya, D. Gudmunsen, E. G. Hope, R. D. W. Kemmitt, D. R. Paige, A. M. Stuart, J. Chem. Soc., Perkin Trans. l 1997, 3609-3612.
21. M. A. Carroll, A. B. Holmes, Chem. Commun. 1998, 1395-1396.
22. B. Betzemeier, P. Knöchel, Angcw. Chem. 1997, 109, 2736-2738; Angcw. Chem. Int. Ed. Engl. 1997,56,2623-2624.
23. E. G. Hope, R. D. W. Kemmitt, D. R. Paice, A. M. Stuart, D. R. W. Wood, Polyhedron 1999, 18, 2913-2917.
24. S. Schneider, W. Bannwarth, Augen. Chem. 2000, 772, 4293-4296; Angcw. Chem. Int. Ed. 2000, 39, 4142-4144.
25. S. Kainz, D. Koch, W. Baumann, W. Leitner, Angew. Chem. 1997, 109, 1699-1701; Angcw. Chem. Int. Ed. Engl. 1997, 36, 1628-1630.
26. D. Koch, W. Leitner, J. Am. Chem. Soc. 1998, 720, 13398-13404.
27. Q. Zhane, Z. Luo, D. P. Curran, J. Org. Client. 2000, 65, 8866-8873.
28. B. Richter, E. de Wolf, G. van Koten, B.-J. Deelman, J. Org. Chem. 2000, 65, 3885-3893.
29. E. de Wolf, B. Richter, B.-J. Deelman, G. van Koten, J. Org. Chem. 2000, 65, 5424-5427.
30. W. P. Chen, L. J. Xu, J. L. Xiao, Organic Lett. 2000, 2, 2675-2677.
31. D. Sinou, G. Pozzi, E. G. Hope, A. M. Stuart, Tetrahedron Lett. 1999, 40, 849-852.
32. F. G. Mann, E. Chaplin, J. Chem. Soc. 1937, 527-535.
33. L. Brandsma, H. D. Verkruijsse, Synth. Commun. 1990, 20, 2273-2274.
34. A. E. Senear, W. Valient, J. Wirth, J. Org. Chem. 1960, 25, 2001-2006.
35. B. P. Friedrichsen, D. R. Powell, H. W. Whitlock, J. Am. Chem. Soc. 1990, 112, 8931-8941.
36. S. Pensée, F.-G. Tournilhac, P. Bassoul, C. Durliat, J. Pliys. Chem. B 1998, 702, 52-60.
37. J. M. Vincent, A. Rabion, V. K. Yachandra, R. H. Fish, Angcw. Chem. 1997, 709, 2438-2440; Angcw. Chem. Int. Ed. Engl. 1997, 36, 2346-2349.
38. S. E. Cremer, R. J. Chorvat, J. Org. Chem. 1967, 32, 4066-4070.
39. J. Chatt, W. Hussain, J. G. Leigh, H. M. AH, C. J. Pickett, D. A. Rankin, J. Chem. Soc., Dalton Trans. 1985, 1131-1136.
40. V. L. Lamza, J. Prakt. Chem. 1964, 25, 294-300.