Copper complexes with N-alkylated NS 2-macrocyclic ligands: Synthesis, characterization, and capabilities as aziridination precatalysts

Organometallics

Volumn 23, Issue 22, 2004, Pages 5210-5218

  Corny, Rebecca R ^a   Tipton, A Alex ^b   Striejewske, William S ^b   Erkizia, Edurne ^b   Malwitz, Mark A ^b   Caffaratti, Angela ^b   Natkin, Jonathan A ^a  

^a Health Services and Department of Biology   (United States)

^b UNIVERSITY OF NEVADA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AZIRIDINATION PRECATALYSTS; COPPER COMPLEXES; LIGANDS; X RAY CRYSTAL STRUCTURES;

COMPLEXATION; CRYSTAL STRUCTURE; MASS SPECTROMETRY; REACTION KINETICS; SYNTHESIS (CHEMICAL); X RAY CRYSTALLOGRAPHY;

ORGANOMETALLICS;

EID: 8344245516     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om040098g     Document Type: Article

References (70)

1. Tomasz, M.; Palom, Y. Pharmacol. Ther. 1997, 76, 73-87.
2. Tanner, D. Angew. Chem., Int. Ed. Engl. 1994, 33, 599-619.
3. Evans, D. A.; Woerpel, K. A.; Hinman, M. M.; Faul, M. M. J. Am. Chem. Soc. 1991, 113, 726-728.
4. Evans, D. A.; Faul, M. M.; Bilodeau, M. T. J. Org. Chem. 1991, 56, 6744-6746.
5. Mansuy, D.; Many, J.-P.; Dureault, A.; Bedi, G.; Battioni, P. J. Chem. Soc., Chem. Commun. 1984, 1161-1163.
6. O'Connor, K. J.; Wey, S.-J.; Burrows, C. J. Tetrahedron Lett. 1992, 33, 1001-1004.
7. Mahy, J.-P.; Battioni, P.; Mansuy, D. J. Am. Chem. Soc. 1986, 108, 1079-1080.
8. Díaz-Requejo, M. M.; Pérez, P. J. J. Organomet. Chem. 2001, 617-618, 110-118.
9. Pérez, P. J.; Brookhart, M.; Templeton, J. L. Organometallics 1993, 12, 261-262.
10. Li, Z.; Conser, K. R.; Jacobsen, E. N. J. Am. Chem. Soc. 1993, 115, 5326-5327.
11. Evans, D. A.; Faul, M. M.; Bilodeau, M. T.; Anderson, B. A.; Barnes, D. M. J. Am. Chem. Soc. 1993, 115, 5328-5329.
12. Evans, D. A.; Faul, M. M.; Bilodeau, M. T. J. Am. Chem. Soc. 1994, 116, 2742-2753.
13. Tanner, D.; Andersson, P. G.; Harden, A.; Somfal, P. Tetrahedron Lett. 1994, 35, 4631-4634.
14. Harm, A. M.; Knight, J. G.; Stemp, G. Synlett 1996, 677-678.
15. Harm, A. M.; Knight, J. G.; Stemp, G. Tetrahedron Lett. 1996, 37, 6189-6192.
16. Bertilsson, S. K.; Tedenborg, L.; Alonso, D. A.; Andersson, P. G. Organometallics 1999, 18, 1281-1286.
17. Langham, C.; Taylor, S.; Bethell, D.; McMorn, P.; Bulman Page, P. C.; Willock, D. J.; Sly, C.; Hancock, F. E.; King, F.; Hutchings, G. J. J. Chem. Soc., Perkin Trans. 2 1999, 1043-1049.
18. Dauban, P.; Dodd, R. H. Tetrahedron Lett. 1998, 39, 5739-5742.
19. Cho, D.-J.; Jeon, S.-J.; Kim, H.-S.; Kim, T.-J. Synlett 1998, 617-618.
20. Jacobsen, E. N. Compr. Asym. Catal. 1999, 2, 607-618.
21. Rovis, T.; Evans, D. A. Prog. Inorg. Chem. 2001, 50, 1-150.
22. Müller, P. Adv. Catal. Processes 1997, 2, 113-151.
23. Osborn, H. M. I.; Sweeney, J. Tetrahedron: Asymmetry 1997, 8, 1693-1715.
24. Halfen, J. A.; Uhan, J. M.; Fox, D. C.; Mehn, M. P.; Que, L., Jr. Inorg. Chem. 2000, 39, 4913-4920.
25. Halfen, J. A.; Fox, D. C.; Mehn, M. P.; Que, L., Jr. Inorg. Chem. 2001, 40, 5060-5061.
26. Handy, S. T.; Czopp, M. Org. Lett. 2001, 3, 1423-1425.
27. Striejewske, W. S.; Conry, R. R. Chem. Commun. 1998, 555-556.
28. Conry, R. R.; Striejewske, W. S.; Tipton, A. A. Inorg. Chem. 1999, 38, 2833-2843.
29. Conry, R. R.; Striejewske, W. S. Organometallics 1998, 17, 3146-3148.
30. Yamada, Y.; Yamamoto, T.; Okawara, M. Chem. Lett. 1975, 361-362.
31. Alonso, D. A.; Andersson, P. G. J. Org. Chem. 1998, 63, 9455-9461.
32. Conry, R. R.; Ji, G.; Tipton, A. A. Inorg. Chem. 1999, 38, 906-913.
33. Kubas, G. J. Inorg. Synth. 1979, 19, 90-92.
34. Graddon, D. P.; Watton, E. C. J. Inorg. Nucl. Chem. 1961, 21, 49-57.
35. Salomon, R. G.; Kochi, J. K. J. Chem. Soc., Chem. Commun. 1972, 559-560.
36. Cohen, T.; Ruffner, R. J. Org. Synth. 1979, 59, 202-211.
37. Chandrasekhar, S.; McAuley, A. Inorg. Chem. 1992, 31, 2234-2240.
38. Wilson, A. J. C., Ed. International Tables for Crystallography; Kluwer Academic: Dordrecht, The Netherlands, 1992; Vol. C.
39. Barefield, E. K.; Wagner, P. Inorg. Chem. 1973, 12, 2435-2439.
40. Endres, H. In Comprehensive Coordination Chemistry; Wilkinson, G., Ed.; Pergamon: New York, 1987; Vol. 2, pp 261-267.
41. Conry, R. R.; Karlin, K. D. In Encyclopedia of Inorganic Chemistry; King, R. B., Ed.; Wiley: New York, 1994; pp 829-840.
42. Hathaway, B. J. In Comprehensive Coordination Chemistry; Wilkinson, G., Ed.; Pergamon: New York, 1987; Vol. 5, pp 533-774.
43. Orpen, A. G.; Brammer, L.; Allen, F. H.; Kennard, O.; Watson, D. G.; Taylor, R. J. Chem. Soc., Dalton Trans. 1989, S1-S83.
44. Tipton, A. A.; Conry, R. R. Unpublished results.
45. Brandt, P.; Södergren, M. J.; Andersson, P. G.; Norrby, P.-O. J. Am. Chem. Soc. 2000, 122, 8013-8020.
46. Sanders, C. J.; Gillespie, K. M.; Bell, D.; Scott, P. J. Am. Chem. Soc. 2000, 122, 7132-7133.
47. Cai, L.; Mahmoud, H.; Han, Y. Tetrahedron: Asymmetry 1999, 10, 411-427.
48. Hogarth, G.; Pateman, A.; Sella, A. Chem. Commun. 1997, 1029-1030.
49. Halfen, J. A.; Hallman, J. K.; Schultz, J. A.; Emerson, J. P. Organometallics 1999, 18, 5435-5437.
50. Knight, J. G.; Muldowney, M. P. Synlett 1995, 949-951.
51. Tarbell, D. S.; Weaver, C. J. Am. Chem. Soc. 1941, 63, 2939-2942.
52. Atkinson, R. S.; Barker, E.; Meades, C. K.; Albar, H. A. Chem. Commun. 1998, 29-30.
53. Södergren, M. J.; Alonso, D. A.; Andersson, P. G. Tetrahedron: Asymmetry 1997, 8, 3563-3565.
54. Dauban, P.; Dodd, R. H. J. Org. Chem. 1999, 64, 5304-5307.
55. Ando, T.; Minakata, S.; Ryu, I.; Komatsu, M. Tetrahedron Lett. 1998, 39, 309-312.
56. Aujla, P. S.; Baird, C. P.; Taylor, P. C.; Mauger, H.; Vallée, Y. Tetrahedron Lett. 1998, 38, 7453-7456.
57. Albone, D. P.; Aujla, P. S.; Taylor, P. C.; Challenger, S.; Derrick, A. M. J. Org. Chem. 1998, 63, 9569-9571.
58. Jeong, J. U.; Tao, B.; Sagasser, I.; Henniges, H.; Sharpless, K. B. J. Am. Chem. Soc. 1998, 120, 6844-6845.
59. Ando, T.; Kano, D.; Minakata, S.; Ryu, I.; Komatsu, M. Tetrahedron 1998, 54, 13485-13494.
60. Cenini, S.; Penoni, A.; Tollari, S. J. Mol. Catal. A 1997, 124, 109-113.
61. Yamamoto, T.; Yoahida, D.; Hojyo, J.; Terauchi, H. Bull. Chem. Soc. Jpn. 1984, 57, 3341-3342.
62. Vyas, R.; Chanda, B. M.; Bedekar, A. V. Tetrahedron Lett. 1998, 39, 4715-4716.
63. Chanda, B. M.; Vyas, R.; Bedekar, A. V. J. Org. Chem. 2001, 66, 30-34.
64. Jain, S. L.; Sain, B. Tetrahedron Lett. 2003, 44, 575-577.
65. Dauban, P.; Sanière, L.; Tarrade, A.; Dodd, R. H. J. Am. Chem. Soc. 2001, 123, 7707-7708.
66. Llewellyn, D. B.; Adamson, D.; Arndtsen, B. A. Org. Lett. 2000, 2, 4165-4168.
67. Macikenas, D.; Skrzypczak-Jankun, E.; Protasiewicz, J. D. J. Am. Chem. Soc. 1999, 121, 7164-7165.
68. Gullick, J.; Taylor, S.; McMorn, P.; Bethell, D.; Bulman-Page, P. C.; Hancock, F. E.; King, F.; Hutchings, G. J. J. Mol. Catal. A 2002, 182-183, 571-575.
69. Rasika Dias, H. V.; Lu, H.-L.; Kim, H.-J.; Polach, S. A.; Goh, T. K. H. H.; Browning, R. G.; Lovely, C. J. Organometallics 2002, 21, 1466-1473.
70. Langham, C.; Piaggio, P.; Bethell, D.; Lee, D. F.; McMorn, P.; Page, P. C. B.; Willock, D. J.; Sly, C.; Hancock, F. E.; King, F.; Hutchings, G. J. Chem. Commun. 1998, 1601-1602.