A simple route to keto-substituted (η5-cyclohexadienyl) Mn(CO)3 complexes using organomanganese transmetalation: Structural and theoretical characterizations

Organometallics

Volumn 28, Issue 3, 2009, Pages 925-928

  Eloi, Antoine ^a   Rose Munch, Françoise ^a   Rose, Eric ^a   Chavarot Kerlidou, Murielle ^a   Gérard, Hélène ^a  

^a SORBONNE UNIVERSITÉ   (France)

Author keywords

[No Author keywords available]

Indexed keywords

MANGANESE; MANGANESE COMPOUNDS;

DENSITY FUNCTIONAL THEORY CALCULATIONS; EFFICIENT SYNTHESIS; KETO GROUPS; NUCLEOPHILIC ATTACKS; TRANSMETALATION;

DENSITY FUNCTIONAL THEORY;

EID: 61849133452     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om800863t     Document Type: Article

References (41)

1. (a) McGlinchey, M. J.; Ortin, Y. Seward, C. M. Comprehensive Organometallic Chemistry III; Crabtree, R. H., Mingos, D. M. P., Eds.; Elsevier Science, Ltd.: Oxford, 2006; Vol. 5, p 201.
2. (b) Sweigart, D. A.; Reingold, J. A.; Son, S. U. Comprehensive Organometallic Chemistry III; Crabtree, R. H., Mingos, D. M. P., Eds.; Elsevier Science, Ltd.: Oxford, 2006; Vol. 5, p 761.
3. (a) McQuillin, F. J.; Parker, D. G.; Stephenson, G. R. Transition Metal Organometallics for Organic Synthesis; Cambridge University Press: Cambridge, U.K., 1991.
4. (b) Djukic, J. P.; Rose-Munch, F.; Rose, E. Organometallics 1995, 14, 2027.
5. (c) Rose-Munch, F.; Gagliardini, V.; Renard, C.; Rose, E Coord. Chem. Rev. 1998, 249, 178-180.
6. (d) Pape, A. R.; Kaliappan, K. P.; Kündig, E. P. Chem. Rev. 2000, 100, 2917.
7. (e) Giner Planas, J.; Prim, D.; Rose-Munch, F.; Rose, E.; Monchaud, D.; Lacour, J. Organometallics 2001, 20, 4107.
8. (f) Kündig, E. P. Topics in Organometallic Chemistry; Springer: Berlin, 2004; Vol. 7.
9. (g) Rosillo, M.; Domínguez, G.; Pérez-Castells, J. Chem. Soc. Rev. 2007, 36, 1589.
10. For recent reviews, see (a) McDaniel, K. F. Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Eds.; Pergamon Press: Oxford, U.K., 1995; Vol. 6, p 93.
11. (b) Pike, R. D.; Sweigart, D. A. Coord. Chem. Rev. 1999, 187, 183.
12. (c) Rose-Munch, F.; Rose, E. Eur. J. Inorg. Chem. 2002, 1269.
13. See, for example, (a) Roell, B. C.; M; Daniel, K. F.; Vaughan, W. S.; Macy, T. S Organometallics 1993, 12, 224.
14. (b) Pearson, A. J.; Bruhn, P. R. J. Org. Chem. 1991, 56, 7092.
15. (c) Pearson, A. J.; Shin, H. Tetrahedron 1992, 48 (36), 7527.
16. (d) Pearson, A. J.; Vickerman, R. J. Tetrahedron Lett. 1998, 39, 5931.
17. (a) Auffrant, A.; Prim, D.; Rose-Munch, F.; Rose, E.; Schouteeten, S.; Vaisserman, J. Organometallics 2003, 22, 1898.
18. (b) Prim, D.; Andrioletti, B.; Rose-Munch, F.; Rose, E.; Couty, F. Tetrahedron 2004, 60, 3325.
19. (a) Jacques, B.; Chavarot, M.; Rose-Munch, F.; Rose, E. Angew. Chem., Int. Ed. 2006, 45, 3481.
20. (b) Jacques, B.; Chanaewa, A.; Chavarot-Kerlidou, M.; Rose-Munch, F.; Rose, E.; Gérard, H. Organometallics 2008, 27, 626.
21. (c) Jacques, B.; Eloi, A.; Chavarot-Kerlidou, M.; Rose-Munch, F.; Rose, E.; Gérard, H.; Herson, P. Organometallics 2008, 27, 2505.
22. Eloi, A.; Rose-Munch, F.; Rose, E.; Herson, P. Organometallics 2006, 25, 4554.
23. Eloi, A.; Rose-Munch, F.; Rose, E. Unpublished results.
24. Nahm, S.; Weinreb, S. M. Tetrahedron Lett. 1981, 22 (39), 3815.
25. Eloi, A.; Rose-Munch, F.; Rose, E.; Herson, P. J. Organomet. Chem. 2007, 26, 5727.
26. (a) Cahiez, G.; Chavant, P. Y.; Metais, E. Tetrahedron Lett. 1992, 33, 36-5245.
27. (b) Cahiez, G.; Alami, M.; Tetrahedron, 1989, 45, 4163.
28. (c) Cahiez, G. Encyclopedia of Reagents for Organic Synthesis; Paquette, L., Ed.; Wiley: Chichester, U.K., 1995; p 3227.
29. (d) Cahiez, G. Encyclopedia of Reagents for Organic Synthesis; Paquette, L., Ed.; Wiley: Chichester, U.K., 1995; p 925.
30. Cardellichio, C.; Fiandanese, V.; Marchese, G.; Ronzini, L. Tetrahedron Lett. 1987, 28, 2053.
31. Chung, Y. K.; Williard, P. G.; Sweigart, D. A. Organometallics 1982, 1, 1053.
32. W(F2) = 0.0294.
33. (a) Reed, A. E.; Weinhold, F. J. Chem. Phys. 1983, 78, 4066.
34. (b) Reed, A. E.; Weinstock, R. B.; Weinhold, F. J. Chem. Phys. 1985, 83, 735.
35. Popelier, P. L. A. Atoms in Molecules: An Introduction; Prentice-Hall: Harlow, U.K., 2000.
36. (a) Semmelhack, M. F.; Garcia, J. L.; Cortes, D.; Farina, R.; Hong, R.; Carpenter, B. K. Organometallics 1983, 2, 467.
37. (b) Eisenstein, O.; Butler, W. M.; Pearson, A. J. Organometallics 1984, 3, 1150.
38. (c) Pfletschinger, A.; Koch, W.; Schmalz, H.-G. New J. Chem. 2001, 25, 446.
39. (a) Fukui, K. Theory of Orientation and Stereoselection; Springer: Berlin, 1973.
40. (b) Lee, C.; Yang, W.; Parr, R. G. J. Mot. Struct. 1988, 163, 305.
41. (c) Bulat, F. A.; Chamorro, E.; Fuentealba, P.; Toro-Labbé, A. J. Phys. Chem. A 2004, 108, 342.