Well-defined alkyl heteroscorpionate magnesium complexes as excellent initiators for the ROP of cyclic esters

Organometallics

Volumn 26, Issue 25, 2007, Pages 6403-6411

  Sánchez Barba, Luis F ^a   Garcés, Andrés ^a   Fajardo, Mariano ^a   Alonso Moreno, Carlos ^a   Fernández Baeza, Juan ^b   Otero, Antonio ^b   Antiñolo, Antonio ^b   Tejeda, Juan ^b   Lara Sánchez, Agustín ^b   López Solera, María I ^b  

^a UNIVERSIDAD REY JUAN CARLOS   (Spain)

^b UNIVERSITY OF CASTILLA LA MANCHA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

COMPLEXATION; ESTERS; LITHIUM; MELTING POINT; REACTION KINETICS; TOLUENE;

ALKYL TRANSFER; LACTIDES; POLYDISPERSITIES;

MAGNESIUM COMPOUNDS;

EID: 37249081566     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om7007327     Document Type: Article

References (58)

1. (a) O'Keefe, B. J.; Hillmyer, M. A.; Tolman, W. B. J. Chem. Soc., Dalton Trans. 2001, 2215.
2. (b) Coates, G. W. J. Chem. Soc., Dalton Trans. 2002, 467.
3. (a) Dechy-Cabaret, O.; Martin-Vaca, B.; Bourissou, D. Chem. Rev. 2004, 104, 6147.
4. (b) Wu, J.; Yu, T.-L.; Chen, G-T.; Lin, C.-C. Coord. Chem. Rev. 2006, 250, 602.
5. (c) Chisholm, M. H.; Zhou, Z. J. Mater. Chem. 2004, 14, 3081.
6. Biela, T.; Kowalski, A.; Libiszowski, J.; Duda, A.; Penczek, S. Macromol. Symp. 2006, 47.
7. (a) Schmitt, E. E.; Polistina, R. A. U.S. Patent 3,463,158, 1969.
8. (b) Frazza, E. J.; Schmitt, E. E. J. Biomed. Mater. Res. Symp. 1971, 1, 43.
9. (c) Dexon and Vicryl are products of Davis & Geek Corp., Wayne, NJ, and Ethicon, Inc., Somerville, NJ, respectively.
10. (a) Leupron Depot is a product of Takeda Chemical Industries, Ltd., Japan, for drug delivery purposes.
11. (b) Taehan Hwakakhoe Chi 34, 203. Chem. Abstr. 1990, 113, 98014g.
12. (a) Hubbell, J. A.; Langer, R. Chem. Eng. News 1995, Mar 13, 42.
13. (b) Langer, R.; Vacanti, J. P. Science 1993, 260, 920.
14. (c) Chisholm, M. H.; Iyer, S. S.; McCollum, D. G.; Pagel, M.; Werner-Zwanziger, U. Macromolecules 1999, 32, 963.
15. (a) Campbell, N. A. Biology, 3rd ed.; Benjamin/Cummings Publishing Co.: Redwood City, CA, 1993; pp 718 and 811.
16. (b) Cowan, J. A., Ed. The Biological Chemistry of Magnesium; VCH: New York, 1995.
17. (a) Chen, M.; Attygalle, A. B.; Lobkovsky, E. B.; Coates, G. W. J. Am. Chem. Soc. 1999, 121, 11583.
18. (b) Chamberlain, B. M.; Cheng, M.; Moore, D. R.; Ovitt, E. B.; Lobkovsky, E. B.; Coates, G. W. J. Am. Chem. Soc. 2001, 123, 3229.
19. (c) Chisholm, M. H.; Galluci, J.; Zhen, H.; Huffman, J. C. Inorg. Chem. 2001, 40, 5051.
20. (d) Chisholm, M. H.; Galluci, J.; Phomphrai, K. Inorg. Chem. 2002, 41, 2785.
21. (a) Chisholm, M. H.; Eilerts, N. W. Chem. Commun. 1996, 853.
22. (b) Chisholm, M. H.; Eilerts, N. W.; Huffman, J. C.; Iyer, S. S.; Pacold, V.; Phomphrai, K. J. Am. Chem. Soc. 2000, 122, 11845.
23. (c) Chisholm, M. H.; Galluci, J.; Phomphrai, K. Chem. Commun. 2003, 48.
24. Trofimenko, S. Scorpionates. The Coordination Chemistry of Polypyrazolylborate Ligands; Imperial College Press: London, 1999.
25. (a) Otero, A.; Fernández-Baeza, J.; Antiñolo, A.; Tejeda, J.; Lara-Sánchez, A. Dalton Trans. 2004, 1499.
26. (b) Pettinari, C.; Pettinari, R. Coord. Chem. Rev. 2005, 249, 663.
27. A representative example: Otero, A.; Fernández-Baeza, J.; Antiñolo, A.; Tejeda, J.; Lara-Sánchez, A.; Sánchez-Barba, L.; Martínez-Caballero, E.; Rodríguez, A. M.; López-Solera, I. Inorg. Chem. 2005, 44, 5336.
28. A representative example: Otero, A.; Fernández-Baeza, J.; Antiñolo, A.; Carrillo-Hermosilla, F.; Tejeda, J.; Lara-Sánchez, A.; Sánchez-Barba, L.; Fernández-López, M.; López-Solera, I. Inorg. Chem. 2004, 43, 1350.
29. Otero, A.; Fernández-Baeza, J.; Antiñolo, A.; Tejeda, J.; Lara-Sánchez, A.; Sánchez-Barba, L.; Rodríguez, A. M. Eur. J. Inorg. Chem. 2004, 260.
30. Otero, A.; Fernández-Baeza, J.; Antiñolo, A.; Tejeda, J.; Lara-Sánchez, A.; Sánchez-Barba, L.; Rodríguez, A. M.; Maestro, M. A. J. Am. Chem. Soc. 2004, 126, 1330.
31. (a) Otero, A.; Fernández-Baeza, J.; Antiñolo, A.; Tejeda, J.; Lara-Sánchez, A.; Sánchez-Barba, L.; Sánchez-Molina, M.; Franco, S.; López-Solera, I.; Rodríguez, A. M. Eur. J. Inorg. Chem. 2006, 707.
32. (b) Otero, A.; Fernández-Baeza, J.; Antiñolo, A.; Tejeda, J.; Lara-Sánchez, A.; Sánchez-Barba, L.; Sánchez-Molina, M.; Franco, S.; López-Solera, I.; Rodríguez, A. M. Dalton Trans. 2006, 4359.
33. Otero, A.; Fernández-Baeza, J.; Antiñolo, A.; Tejeda, J.; Lara-Sánchez, A.; Sánchez-Barba, L.; López-Solera, I.; Rodríguez, A. M. Inorg. Chem. 2007, 46, 1760.
34. (a) Han, R.; Looney, A.; Parkin, G. J. Am. Chem. Soc. 1989, 111, 7276.
35. (b) Han, R.; Parkin, G. J. Am. Chem. Soc. 1990, 112, 3662.
36. (c) Han, R.; Brachrach, M.; Parkin, C. Polyhedron 1990, 9, 1775.
37. (d) Han, R.; Parkin, G. Organometallics 1991, 10, 1010.
38. (e) Han, R.; Parkin, G. J. Am. Chem. Soc. 1992, 114, 748.
39. (f) Kisko, J.-L.; Fillebeen, T.; Hascall, T.; Parkin, G. J. Organomet. Chem. 2000, 596, 22.
40. (a) Grove, D. M.; van Koten, G.; Ubbels, H. J. C.; Vrieze, K.; Niemann, L. C.; Stam, C. H. J. Chem. Soc., Dalton Trans. 1986, 717.
41. (b) Zinn, A.; Dehnicke, L.; Fenske, D.; Baum, G. Z. Anorg. Allg. Chem. 1991, 596, 47.
42. (c) Foley, S. R.; Bensimon, C.; Richeson, D. S. J. Am. Chem. Soc. 1997, 119, 10359.
43. 2) for describing the composition of Grignard reagents is complicated by a variety of factors including (i) the formation of complexes of each component with either solvent, reactant, or product, (ii) the formation of dimeric (or higher order) species, and (iii) the presence of ionic species, (a) Kharasch, M. S.; Reinmuth, O. Grignard Reactions of Nonmetallic Substances; Prentice Hall: New York, 1954.
44. (b) Ashby, E. C. Pure Appl. Chem. 1980, 52, 545.
45. (c) Ashby, E. C. Q. Rev. 1967, 259.
46. (d) Ashby, E. C.; Laemmle, J.; Neumann, H. M. Acc. Chem. Res. 1974, 7, 272.
47. (a) Sarazin, Y.; Schormann, M.; Bochmann, M. Organometallics 2004, 23, 3296.
48. (b) Sarazin, Y.; Howard, R. H.; Hughes, D. L.; Humphrey, S. M.; Bochmann, M. Dalton Trans. 2006, 340.
49. Sánchez-Barba, L. F.; Hughes, D. L.; Humphrey, S. M.; Bochmann, M. Organometallics 2006, 25, 1012.
50. (a) Sánchez-Barba, L. F.; Hughes, D. L.; Humphrey, S. M.; Bochmann, M. Organometallics 2005, 24, 3792.
51. (b) Sánchez-Barba, L. F.; Hughes, D. L.; Humphrey, S. M.; Bochmann, M. Organometallics 2005, 24, 5329.
52. Martinho, J. A.; Beauchamp, J. L. Chem. Rev. 1990, 90, 629.
53. (a) Radano, C. P.; Baker, G. L.; Smith, M. R. J. Am. Chem. Soc. 2000, 122, 1552.
54. (b) Zhong, Z.; Dijkstra, J. P.; Feijen, J. J. Am. Chem. Soc. 2003, 125, 11291.
55. Chisholm, M. H.; Huffman, J. C.; Phomphrai, K. J. Chem. Soc., Dalton Trans. 2001, 222.
56. SAINT+ v7.12a. Area-Detector Integration Program; Bruker-Nonius AXS: Madison, WI, 2004.
57. Sheldrick, G. M. SADABS version 2004/1. A Program for Empirical Absorption Correction; University of Göttingen: Göttingen, Germany, 2004.
58. SHELXTL-NT version 6.12. Structure Determination Package; Bruker-Nonius AXS: Madison, WI, 2001.