Synthesis and Structural Characterization of Neutral and Cationic Alkylaluminum Complexes Based on Bidentate Aminophenolate Ligands

Organometallics

Volumn 22, Issue 18, 2003, Pages 3732-3741

  Dagorne, Samuel ^a   Lavanant, Laurent ^a   Welter, Richard ^b   Chassenieux, Christophe ^c   Haquette, Pierre ^a   Jaouen, Gérard ^a  

^a PSL RESEARCH UNIVERSITY   (France)

^b UNIVERSITÉ DE STRASBOURG   (France)

^c PSL RESEARCH UNIVERSITY   (France)

Author keywords

[No Author keywords available]

Indexed keywords

COMPLEXATION; NUCLEAR MAGNETIC RESONANCE; SYNTHESIS (CHEMICAL); X RAY ANALYSIS; X RAY CRYSTALLOGRAPHY; X RAY DIFFRACTION ANALYSIS;

LEWIS BASE;

ORGANOMETALLICS;

EID: 0041322480     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om0302185     Document Type: Article

References (37)

1. For key references, see: (a) Atwood, D. A.; Jegier, J. A.; Rutherford, D. J. Am. Chem. Soc. 1995, 117, 6779. (b) Bochmann, M.; Dawson, D. M. Angew. Chem., Int. Ed. Engl. 1996, 35, 2226. (c) Coles, M. P.; Jordan, R. F. J. Am. Chem. Soc. 1997, 119, 8125. (d) Bruce, M.; Gibson, V. C.; Redshaw, C.; Solan, G. A.; White, A. J. P.; Williams, D. J. Chem. Commun. 1998, 2523. (e) Kim, K.-C.; Reed, C. A.; Long, G. S.; Sen, A. J. Am. Chem. Soc. 2002, 124, 7662.
2. For key references, see: (a) Atwood, D. A.; Jegier, J. A.; Rutherford, D. J. Am. Chem. Soc. 1995, 117, 6779. (b) Bochmann, M.; Dawson, D. M. Angew. Chem., Int. Ed. Engl. 1996, 35, 2226. (c) Coles, M. P.; Jordan, R. F. J. Am. Chem. Soc. 1997, 119, 8125. (d) Bruce, M.; Gibson, V. C.; Redshaw, C.; Solan, G. A.; White, A. J. P.; Williams, D. J. Chem. Commun. 1998, 2523. (e) Kim, K.-C.; Reed, C. A.; Long, G. S.; Sen, A. J. Am. Chem. Soc. 2002, 124, 7662.
3. For key references, see: (a) Atwood, D. A.; Jegier, J. A.; Rutherford, D. J. Am. Chem. Soc. 1995, 117, 6779. (b) Bochmann, M.; Dawson, D. M. Angew. Chem., Int. Ed. Engl. 1996, 35, 2226. (c) Coles, M. P.; Jordan, R. F. J. Am. Chem. Soc. 1997, 119, 8125. (d) Bruce, M.; Gibson, V. C.; Redshaw, C.; Solan, G. A.; White, A. J. P.; Williams, D. J. Chem. Commun. 1998, 2523. (e) Kim, K.-C.; Reed, C. A.; Long, G. S.; Sen, A. J. Am. Chem. Soc. 2002, 124, 7662.
4. For key references, see: (a) Atwood, D. A.; Jegier, J. A.; Rutherford, D. J. Am. Chem. Soc. 1995, 117, 6779. (b) Bochmann, M.; Dawson, D. M. Angew. Chem., Int. Ed. Engl. 1996, 35, 2226. (c) Coles, M. P.; Jordan, R. F. J. Am. Chem. Soc. 1997, 119, 8125. (d) Bruce, M.; Gibson, V. C.; Redshaw, C.; Solan, G. A.; White, A. J. P.; Williams, D. J. Chem. Commun. 1998, 2523. (e) Kim, K.-C.; Reed, C. A.; Long, G. S.; Sen, A. J. Am. Chem. Soc. 2002, 124, 7662.
5. For key references, see: (a) Atwood, D. A.; Jegier, J. A.; Rutherford, D. J. Am. Chem. Soc. 1995, 117, 6779. (b) Bochmann, M.; Dawson, D. M. Angew. Chem., Int. Ed. Engl. 1996, 35, 2226. (c) Coles, M. P.; Jordan, R. F. J. Am. Chem. Soc. 1997, 119, 8125. (d) Bruce, M.; Gibson, V. C.; Redshaw, C.; Solan, G. A.; White, A. J. P.; Williams, D. J. Chem. Commun. 1998, 2523. (e) Kim, K.-C.; Reed, C. A.; Long, G. S.; Sen, A. J. Am. Chem. Soc. 2002, 124, 7662.
6. (a) Jegier, J. A.; Atwood, D. A. Inorg. Chem. 1997, 36, 2034.
7. (b) Munoz-Hernandez, M.-A.; Sannigrahi, B.; Atwood, D. A. J. Am. Chem. Soc. 1999, 121, 6747.
8. Emig, N.; Nguyen, H.; Krautscheid, H.; Réau, R.; Cazaux, J.-B.; Bertrand, G. Organometallics 1998, 17, 3599.
9. Atwood, D. A. Coord. Chem. Rev. 1998, 176, 407.
10. (a) Cameron, P.; Gibson, V. C.; Redshaw, C.; Segal, J. A.; Bruce, M. D.; White, A. J. P.; Williams, D. J. Chem. Commun. 1999, 1883.
11. (b) Cameron, P.; Gibson, V. C.; Redshaw, C.; Segal, J. A.; Bruce, M. D.; White, A. J. P.; Williams, D. J. J. Chem. Soc., Dalton Trans. 2002, 415.
12. (a) Ihara, E.; Young, V. G., Jr.; Jordan, R. F. J. Am. Chem. Soc. 1998, 120, 8277.
13. (b) Radzewich, C. E.; Guzei, I. A.; Jordan, R. F. J. Am. Chem. Soc. 1999, 121, 8673.
14. (a) Radzewich, C. E.; Coles, M. P.; Jordan, R. F. J. Am. Chem. Soc. 1998, 120, 8673.
15. (b) Dagorne, S.; Guzei, I. A.; Coles, M. P.; Jordan, R. F. J. Am. Chem. Soc. 2000, 122, 274.
16. (c) Korolev, A. V.; Ihara, E.; Guzei, I. A.; Young, V. G., Jr.; Jordan, R. F. J. Am. Chem. Soc. 2001, 122, 274.
17. (a) Schmidt, J. A. R.; Arnold, J. Organometallics 2002, 21, 2306.
18. (b) Pappalardo, D.; Tedesco, C.; Pellecchia, C. Eur. J. Inorg. Chem. 2002, 621.
19. Cameron, P.; Gibson, V. C.; Redshaw, C.; Segal, J. A.; Solan, G. A.; White, A. J. P.; Williams, D. J. J. Chem. Soc., Dalton Trans. 2001, 1472.
20. (a) Pasynkiewicz, S.; Starowieyski, K. B.; Skowronska-Ptasinska, M. J. Organomet. Chem. 1973, 52, 269.
21. (b) Starowieyski, K. B.; Skowronska-Ptasinska, M. J. Organomet. Chem. 1978, 157, 379.
22. For a review on sterically crowded aryloxide compounds of aluminum, see: (c) Healy, M. D.; Power, M. B.; Barron, A. R. Coord. Chem. Rev. 1994, 130, 63.
23. Hagen, H.; Reinoso, S.; Albrecht, M.; Boersma, J.; Spek, A. L.; van Koten, G. J. Organomet. Chem. 2000, 608, 27.
24. Hogerheide, M. P.; Wesseling, M.; Jastrzebski, J. T. B. H.; Boersma, J.; Kooijman, H.; Spek, A. L.; van Koten, G. Organometallics 1995, 14, 4483.
25. (a) Hill, J. B.; Eng, S. J.; Pennington, W. T.; Robinson, G. H. J. Organomet. Chem. 1993, 445, 11.
26. (b) Kumar, R.; Sierra, M. L.; Oliver, J. P. Organometallics 1994, 13, 4285.
27. + (vide infra).
28. Giesbrecht, G. R.; Gordon, J. C.; Brady, J. T.; Clark, D. L.; Webster Keogh, D.; Michalczyk, R.; Scott, B. L.; Watkin, J. G. Eur. J. Inorg. Chem. 2002, 723.
29. For the μ-O aminophenolate: δ (average) 126.8 (C′(2)), 127.6 (C′(4)), 146.5 (C′(1)). For the other aminophenolate: δ (average) 120.7 (C(2)), 119.9 (C(4)), 154.7 (C(1)). For more details, see the Experimental Section.
30. + on the basis of X-ray crystallographic results.
31. +, δ -0.87, -0.77, -0.16.
32. Qian, B.; Ward, D. L.; Smith, M. R., III. Organometallics 1998, 17, 3070.
33. Sugimoto, H.; Kawamura, C.; Kuroki, M.; Aida, T.; Inoue, S. Macromolecules 1994, 27, 2013.
34. Vincens, V.; Le Borgne, A.; Spassky, N. Makromol. Chem. Rapid. Commun. 1989, 10, 623.
35. (a) Pochini, A.; Puglia, G.; Ungaro, R. Synthesis 1983, 11, 906.
36. (b) Salakhutdinov, N. F.; Krysin, A. P.; Koptyug, V. A. J. Org. Chem. USSR (Engl. Transl.) 1990, 26, 664.
37. + have coincidentally the same chemical shift at room temperature.