Push-pull molybdenum trisdithiolenes allow rapid nonconventional binding of ethylene at ligand sulfur atoms

Angewandte Chemie - International Edition

Volumn 46, Issue 40, 2007, Pages 7644-7647

  Harrison, Daniel J ^a   Lough, Alan J ^a   Nguyen, Neilson ^a   Fekl, Ulrich ^a  

^a UNIVERSITY OF TORONTO   (Canada)

Author keywords

Chelates; Ligand design; Molybdenum; Pericyclic reactions; S ligands

Indexed keywords

BINDING SITES; CATALYST ACTIVITY; CHELATION; COMPLEXATION; LIGANDS;

LIGAND DESIGN; PERICYCLIC REACTIONS; S LIGANDS; TRISDITHIOLENES;

MOLYBDENUM COMPOUNDS;

EID: 35248872529     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200702036     Document Type: Article

References (32)

1. C. M. Friend, J. T. Roberts, Acc. Chem. Res. 1988, 21, 394.
2. R. Hille, Chem. Rev. 1996, 96, 2757.
3. J. H. Enemark, J. J. A. Cooney, J.-J. Wang, R. H. Holm, Chem. Rev. 2004, 104, 1175.
4. M. Hidai, Coord. Chem. Rev. 1999, 185-186, 99.
5. Prog. Inorg. Chem. (Ed: E. I. Stiefel), 2004, 52.
6. Structural and spectroscopic evidence for the non-innocence of dithiolenes (open-shell electronic structure) in several metal complexes: K. Ray, T. Weyhermüller, A. Goossens, M. W. J. Crajé, K. Wieghardt, Inorg. Chem. 2003, 42, 4082.
7. M. McKenna, L. L. Wright, D. J. Miller, L. Tanner, R. C. Haltiwanger, M. Rakowski DuBois, J. Am. Chem. Soc. 1983, 105, 5329.
8. J. T. Goodman, T. B. Rauchfuss, J. Am. Chem. Soc. 1999, 121, 5017.
9. C. A. Grapperhaus, P. M. Kozlowski, D. Kumar, H. N. Frye, K. B. Venna, S. Poturovic, Angew. Chem. 2007, 179, 4163;
10. Angew. Chem. Int. Ed. 2007, 46, 4085.
11. a) G. N. Schrauzer, V. P. Mayweg, J. Am. Chem. Soc. 1965, 87, 1483;
12. b) G. N. Schrauzer, R. K. Y. Ho, R. P. Murillo, J. Am. Chem. Soc. 1970, 92, 3508.
13. R. M. Wing, G. C. Tustin, W. H. Okamura, J. Am. Chem. Soc. 1970, 92, 1935.
14. K. Wang, E. I. Stiefel, Science 2001, 291, 106.
15. D. J. Harrison, N. Nguyen, A. J. Lough, U. Fekl, J. Am. Chem. Soc. 2006, 128, 11026.
16. M. Kajitani, M. Kohara, T. Kitayama, T. Akiyama, A. Sugimori, J. Phys. Org. Chem. 1989, 2, 131.
17. a) A computational study related to orbital symmetry in the reactivity of nickel bisdithiolenes: Y. Fan, M. B. Hall, J. Am. Chem. Soc. 2002, 124, 12076;
18. b) an investigation of the redox properties of the alkene adducts: W. E. Geiger, Inorg. Chem. 2002, 41, 136.
19. R. B. King, Inorg. Chem. 1963, 2, 641.
20. a) E. I. Stiefel, R. Eisenberg, R. C. Rosenberg, H. B. Gray, J. Am. Chem. Soc. 1966, 88, 2956;
21. b) A. Cervilla, E. Llopis, D. Marco, F. Pérez, Inorg. Chem. 2001, 40, 6525.
22. 1/2 < 1 min (reaction complete in 2 min).
23. G. N. Schrauzer, V. P. Mayweg, W. Heinrich, J. Am. Chem. Soc. 1966, 88, 5174.
24. D. Argyropoulos, E. Lyris, C. A. Mitsopoulou, D. Katakis, J. Chem. Soc. Dalton Trans. 1997, 615.
25. 1/n, T = 150(2) K, a = 11.6275(5), b = 18.5851(10), c = 15.1232(5) Å, β = 94.295(3)°, Z = 4, R1 = 0.0536, wR2 = 0.1342, GOF = 1.025.
26. S. Campbell, S. Harris, Inorg. Chem. 1996, 35, 3285.
27. M. L. Kirk, R. L. McNaughton, M. E. Helton, Prog. Inorg. Chem. 2004, 52, 111.
28. This observation might be mechanistically relevant, by analogy, for the surprising reactions of 1,4-dithiins with certain cobalt complexes, reactions which generate metal-bound dithiolenes, under apparent alkyne extrusion: M. Kajitani, R. Ochiai, R. Kikuchi, M. Okubo, T. Akiyama, A. Sugimori, Polyhedron 1990, 9, 1123.
29. G. E. D. Mullen, M. J. Went, S. Wocadlo, A. K. Powell, P. J. Blower, Angew. Chem. 1997, 109, 1254;
30. Angew. Chem. Int. Ed. Engl. 1997, 36, 1205.
31. J. P. Donahue, C. R. Goldsmith, U. Nadiminti, R. H. Holm, J. Am. Chem. Soc. 1998, 120, 12869.
32. R. Caputo, G. Palumbo, S. Pedatella, Tetrahedron 1994, 50, 7265.