Neutral and cationic heteroscorpionate aluminum complexes: Synthesis, structure, and ring-opening polymerization of ε-caprolactone

Organometallics

Volumn 25, Issue 1, 2006, Pages 266-274

  Milione, Stefano ^a   Grisi, Fabia ^a   Centore, Roberto ^b   Tuzi, Angela ^b  

^a UNIVERSITY OF SALERNO   (Italy)

^b UNIVERSITY OF NAPLES FEDERICO II   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

ALUMINUM COMPOUNDS; AROMATIC HYDROCARBONS; COMPLEXATION; IONIZATION; MOLECULAR STRUCTURE; PROTEINS;

HETEROSCORPIONATE ALUMINUM COMPLEXES; LEWIS ACID; PYRAZOLYL RINGS; TRIDENTATE LIGAND;

PHENOLS;

EID: 30344443385     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om050902e     Document Type: Article

References (60)

1. (a) Atwood, D. A. Coord. Chem. Rev. 1998, 176, 407.
2. (b) Atwood, D. A.; Yearwood, B. C. J. Organomet. Chem. 2000, 600, 186-197.
3. For leading references, see: (a) Bochmann, M.; Dawson, D. M. Angew. Chem., Int. Ed. Engl. 1996, 35, 2226.
4. (b) Coles, M. P.; Jordan, R. F. J. Am. Chem. Sac. 1997, 119, 8125.
5. (c) Bruce, M.; Gibson, V. C.; Redshaw, C.; Solan, G. A.; White, A. J. P.; Williams, D. J. Chem. Commun. 1998, 2523.
6. (d) Kim, K.-C.; Reed, C. A.; Long, G. S.; Sen, A. J. Am. Chem. Soc. 2002, 124, 7662.
7. (a) Atwood, D. A.; Jegier, J. A.; Rutherford, D. J. Am. Chem. Soc. 1995, 117, 6779.
8. (b) Jegier, J. A.; Atwood, D. A. Inorg. Chem. 1997, 36, 2034.
9. (c) Munoz-Hernandez, M.-A.; Sannigrahi, B.; Atwood, D. A. J. Am. Chem. Soc. 1999, 121, 6747.
10. Emig, N.; Nguyen, H.; Krautscheid, H.; Reau, R.; Cazaux, J.-B.; Bertrand, G. Organometallics 1998, 17, 3599.
11. Korolev, A. V.; Ihara, E.; Guzei, I. A.; Young, V. G., Jr.; Jordan, R. F. J. Am. Chem. Soc. 2001, 123, 8291.
12. (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.
13. (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.
14. (a) Ihara, E.; Young, V. G., Jr.; Jordan, R. F. J. Am. Chem. Soc. 1998, 120, 8277.
15. (b) Radzewich, C. E.; Guzei, I. A.; Jordan, R. F. J. Am. Chem. Soc. 1999, 121, 8673.
16. (c) Dagorne, S.; Lavanant, L.; Welter, R.; Chassenieux, C.; Maquette, P.; Jaouen, G. Organometallics 2003, 22, 3732.
17. Dagorne, S.; Guzei, I. A.; Coles, M. P.; Jordan, R. F. J. Am. Chem. Soc. 2000, 122, 274.
18. Emig, N.; Nguyen, H.; Krautscheid, H.; Reau, R.; Cazaux, L. B.; Bertrand, G. Organometallics 1998, 17, 3599.
19. Otero, A.; Fernandez-Baeza, J.; Antinolo, A.; Tejeda, J.; Lara-Sanchez, A. Dalton Trans. 2004, 1499.
20. Barron, A. R.; Dobbs, K. D.; Francl, M. M. J. Am. Chem. Soc. 1991, 113, 39.
21. Milione, S.; Montefusco, C.; Grassi, A.; Cuenca, T. Chem Commun. 2003, 1176.
22. WINDNMR (DNMR71.EXE) is a window program for simulating high-resolution NMR spectra.
23. Looney, A.; Parkin, G. Polyhedron 1990, 9, 265.
24. Chisholm, M. H.; Eilerts, N. W.; Huffman, J. C. Inorg. Chem. 1996, 35 (2), 445.
25. (a) Atwood, D. A.; Harvey, M. J. Chem. Rev. 2001, 101, 37.
26. (b) Zhang, Z.; Dijkstra, R. J.; Feijen, J. Angew. Chem., Int. Ed. 2002, 41, 4510.
27. (c) Benn, R.; Rufinska, A. Angew. Chem., Int. Ed. Engl. 1986, 25, 861.
28. For other reports of ethylene polymerization by Al catalysts see: (a) Kim, J. S.; Wojcinski, L. M.; Liu, S.; Sworen, J. C.; Sen, A. J. Am. Chem. Soc. 2000, 122, 5668.
29. (b) Soga, K.; Shiono, T.; Doi, Y. J. Chem. Soc., Chem. Commun. 1984, 840.
30. (c) Martin, H.; Bretinger, H. Makromol. Chem. 1992, 193, 1283.
31. (a) Qian, B.; Ward, D. L.; Smith, M. R., III. Organometallics 1998, 17, 3070.
32. (b) Deckers, P. J. W.; Van der Linden, A. J.; Meetsma, A.; Hessen, B. Eur. J. Inorg. Chem. 2000, 929.
33. 6 solution of 4 showed that the concentration of 4 decreased by 16% after a week at 50°C.
34. Chen, E. Y. X.; Marks, T. J. Chem. Rev. 2000, 100, 1391.
35. Horton, A. D.; de With, J.; Van der Linder, A. J.; Van de Weg, H. Organometallics 1996, 15, 2672.
36. Blackwell, J. M.; Morrison, D. J.; Piers, W. E. Tetrahedron 2002, 58, 8247.
37. Dagorne, S.; Janowska, I.; Welter, R.; Zakrzewski, J.; Jaouen, G. Organometallics 2004, 23, 4706.
38. Walzer, D. A.; Woodman, T. J.; Schormann, M.; Hughes, D. L.; Bochmann, M. Organometallics 2003, 22, 797.
39. (a) Korolev, A. V.; Ihara, E.; Guzei, I. A.; Young, V. G.; Jordan, R. F. J. Am. Chem. Soc. 2001, 123, 8291.
40. (b) Jerkunica, J. M.; Taylor, T. G. J. Am. Chem. Soc. 1971, 93, 6278.
41. (c) Hannon, J. S.; Taylor, T. G. J. Org. Chem. 1981, 46, 3645.
42. + from transition metal alkyls see: (a) Beck, W.; Sunkel, K. Chem. Rev. 1988, 88, 1405.
43. (b) Cheng, T.-Y.; Bullock, R. M. Organometallics 2002, 21, 2325.
44. - anion.
45. 6D6 are as follows: δ7.24 (1H p-Ph), 6.80 (2H m-Ph), 6.62 (2H o-Ph), 2.50 (6H Me).
46. (a) See ref 25a.
47. (b) Masuda, J. D.; Walsh, D. M.; Wei, P.; Stephan, D. W. Organometallics 2004, 23, 1819.
48. (a) Chakraborty, D.; Chen, E. Y. Organometallics 2002, 21, 1438.
49. (b) Lewinski, J.; Horeglad, P.; Dranka, M.; Justyniak, I. Inorg. Chem. 2004, 43, 5789.
50. Yu, R. C.; Hung, C. H.; Huang, J. H.; Lee, H. Y.; Chen, J. T. Inorg. Chem. 2002, 41, 6450.
51. (a) McLain, S.; Drysdale, N. E. Polym. Prepr. 1992, 33, 174.
52. (b) Evans, W. J.; Katsumata, H. Macromolecules 1994, 27, 2330.
53. -1 attributed to stretching of the carbonyl group in free ε-CL and in the ε-CL-4 adduct, respectively (Lewinski, J.; Horeglad, P.; Tratkiewicz, E.; Grzenda, W.; Lipkowski, J.; Kolodziejczyk, E. Macromol. Rapid Commun. 2004, 25, 1939).
54. Ropson, N.; Dubois, P.; Jerome, R.; Teyssie, P. Macromolecules 1995, 28, 7589.
55. (a) The, K. I.; Peterson, L. K. Can. J. Chem., 1973, 51, 422.
56. (c) Hammes, B. S.; Carrano, C. J. Inorg. Chem. 1999, 38, 3562.
57. COLLECT, Data collection software; Nonius BV: Delft, The Netherlands, 1999.
58. SADABS, area detector scaling and absorbption correction; Bruker AXS, 2002.
59. Altomare, A.; Burla, M. C.; Camalli, M.; Cascarano, G. L.; Giacovazzo, C.; Guagliardi, A.; Moliterni, A. G. G.; Polidori, G.; Spagna, R. J. Appl. Crystallogr. 1999, 32, 115-119.
60. Sheldrick, G. M. SHELXL-97, Programs for Crystal Structure Analysis (Release 97-2); Institüt für Anorganische Chemie der Universität: Tammanstrasse 4, D-3400 Göttingen, Germany, 1998.