Cyclopropanation and Diels-Alder reactions catalyzed by the first heterobimetallic complexes with bridging phosphinooxazoline ligands

New Journal of Chemistry

Volumn 27, Issue 1, 2003, Pages 68-72

  Braunstein, Pierre ^a   Clerc, Guislaine ^a   Morise, Xavier ^a  

^a CNRS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOPENTADIENE DERIVATIVE; DIAZOACETIC ACID ETHYL ESTER; IRON DERIVATIVE; LIGAND; METAL; NITROGEN; OXALIC ACID DERIVATIVE; PHOSPHATE; PHOSPHINOOXALINE; STYRENE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYSIS; CHEMICAL STRUCTURE; CYCLOPROPANATION; DIELS ALDER REACTION; METAL BINDING; PHOSPHORUS NUCLEAR MAGNETIC RESONANCE; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 0037239173     PISSN: 11440546     EISSN: None     Source Type: Journal    
DOI: 10.1039/b206410n     Document Type: Article

References (45)

1. (a) T. Nakajima, I. Shimizu, K. Kobayashi, H. Koshino and Y. Wakatsuki, Inorg. Chem., 1997, 36, 6440;
2. (b) P. Braunstein and X. Morise, Organometallics, 1998, 17, 540;
3. (c) P. Braunstein and J. Rosé, Heterometallic Clusters in Catalysis, in Metal Clusters in Chemistry, eds. P. Braunstein, L. A. Oro and P. R. Raithby, Wiley-VCH, Weinheim, 1999, vol. 2, p. 616;
4. (d) N. Wheatley and P. Kalck, Chem. Rev., 1999, 99, 3379;
5. (e) J. R. Torkelson, O. Oke, J. Muritu, R. McDonald and M. Cowie, Organometallics, 2000, 19, 854;
6. (f) P. Braunstein, J. Durand, M. Knorr and C. Strohmann, Chem. Commun., 2001, 211;
7. P. Braunstein, M. Chetcuti and R. Welter, Chem. Commun., 2001, 2508;
8. (h) P. Braunstein, G. Clerc and X. Morise, Organometallics, 2001, 20, 5036
9. (a) G. R. Newcome, Chem. Rev., 1993, 93, 2067;
10. (b) J. T. Mague, J. Cluster Sci., 1995, 6, 217;
11. (c) Z.-Z. Zhang and H. Cheng, Coord. Chem. Rev., 1996, 147, 1;
12. (d) S. L. Li, T. C. W. Mak and Z.-Z. Zhang, J. Chem. Soc., Dalton Trans., 1996, 3475;
13. (e) P. Braunstein, M. Knorr and C. Stern, Coord. Chem. Rev., 1998, 178-180, 903;
14. (f) P. Espinet and K. Soulantica, Coord. Chem. Rev., 1999, 193-195, 499;
15. P. Braunstein, C. Charles, A. Tiripicchio and F. Ugozzoli, J. Chem. Soc., Dalton Trans., 1996, 4365.
16. D.-J. Cui, Q.-S. Li, F.-B. Xu, X.-B. Leng and Z.-Z. Zhang, Organometallics, 2001, 20, 4126.
17. (a) M. Gomez, G. Muller and M. Rocamora, Coord. Chem. Rev., 1999, 193-195, 769;
18. (b) G. Helmchen and A. Pfalz, Acc. Chem. Res., 2000, 33, 336;
19. (b) P. Braunstein and F. Naud, Angew. Chem., Int. Ed., 2001, 40, 680.
20. P. Braunstein, M. D. Fryzuk, M. Le Dall, F. Naud, S. J. Rettig and F. Speiser, J. Chem. Soc., Dalton Trans., 2000, 1067.
21. (a) G. Bellachioma, G. Cardaci, A. Macchioni and G. Reichenbach, J. Organomet. Chem., 1990, 391, 367;
22. (b) R. L. Keiter, J. W. Benson, E. A. Keiter, T. A. Harris, M. W. Hayner, L. L. Mosimann, E. E. Karch, C. A. Boecker, D. M. Olson, J. van der Veen, D. E. Brandt, A. L. Rheingold and G. P. A. Yap, Organometallics, 1997, 16, 2246.
23. P. Braunstein, C. Stern, C. Strohmann and N. Tong, Chem. Commun., 1996, 2237.
24. (a) P. Braunstein, M. Knorr, B. E. Villarroya and J. Fischer, New J. Chem., 1990, 14, 583;
25. (b) P. Braunstein, M. Knorr, U. Schubert, M. Lanfranchi and A. Tiripicchio, J. Chem. Soc., Dalton Trans., 1991, 1507.
26. H.-B. Song, Q.-M. Wang, Z.-Z. Zhang and T. C. W. Mak, J. Organomet. Chem., 2000, 605, 15.
27. H. Fritschi, U. Leutenegger and A. Pfaltz, Helv. Chim. Acta, 1988, 71, 1553.
28. (a) M. P. Doyle, R. L. Dorow, W. E. Buhro, J. H. Griffin, W. H. Tamblyn and M. L. Trudell, Organometallics, 1984, 3, 44;
29. (b) D. A. Evans, K. A. Woerpel and M. J. Scott, Angew. Chem., Int. Ed. Engl., 1992, 31, 430;
30. (c) A. I. Meyers and A. Price, J. Org. Chem., 1998, 63, 412;
31. (d) D.-J. Cho, S.-J. Jeon, H.-S. Kim and T.-J. Kim, Synlett, 1998, 617;
32. (e) Y. Imai, W. Zhang, T. Kida, Y. Nakatsuji and I. Ikeda, J. Org. Chem., 2000, 65, 3326;
33. (f) M. J. Alcon, E. Gutierrez-Puebla, M. Iglesias, M. A. Monge and F. Sánchez, Inorg. Chim. Acta, 2000, 306, 116;
34. (g) T. Portada, M. Roje, Z. Raza, V. Caplar, M. Zinic and V. Sunjic, Chem. Commun., 2000, 1993;
35. (h) H. L. Wong, Y. Tian and K. S. Chan, Tetrahedron Lett., 2000, 41, 7723;
36. (i) R. Annunziata, M. Benaglia, M. Cinquini, F. Cozzi, Eur. J. Org. Chem., 2001, 1045;
37. (j) M. M. Díaz-Requejo and P. J. Pérez, J. Organomet. Chem., 2001, 617-618, 110;
38. (k) M. Bühl, F. Terstegen, F. Löffler, B. Meynhardt, S. Kierse, M. Müller, C. Näther and U. Lüning, Eur. J. Org. Chem., 2001, 2151 and references cited.
39. P. Braunstein, M. D. Fryzuk, F. Naud and S. J. Rettig, J. Chem. Soc., Dalton Trans., 1999, 589.
40. D. A. Evans, D. M. Barnes, J. S. Johnson, T. Lectka, P. von Matt, S. J. Miller, J. A. Murry, R. D. Norcross, E. A. Shaughnessy and K. R. Campos, J. Am. Chem. Soc., 1999, 121, 7582 and references cited therein.
41. A. A. H. van der Zeijden, J. Organomet. Chem., 1996, 518, 147.
42. S. Yao, S. Saaby, R. G. Hazell and K. A. Jørgensen, Chem. Eur. J., 2000, 6, 2435.
43. F. Speiser, Thèse de Doctorat, Université Louis Pasteur, Strasbourg, France, April 2002.
44. Kappa CCD Operation Manual, Nonius B. V., Delft, The Netherlands, 1997.
45. G. M. Sheldrick, SHELXL97, Program for the refinement of crystal structures, University of Gottingen, Germany, 1997.