Aryldiazenido Complexes: Syntheses of Diiridium Complexes with Mono- And Dibridging Aryldiazenido Ligands and X-ray Structures of [(η5-C5Me5)IrI]2(μ-η 2-p-N2C6H4OMe)(μ-η 1-p-N2C6H4OMe)

Inorganic Chemistry

Volumn 35, Issue 26, 1996, Pages 7818-7828

  Yan, Xiaoqian ^a   Batchelor, Raymond J ^a   Einstein, Frederick W B ^a   Sutton, Derek ^a  

^a SIMON FRASER UNIVERSITY   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 2242465289     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic960551j     Document Type: Article

References (57)

1. See: (a) Zollinger, H. Diazo Chemistry II; VCH: New York, 1995; p 421.
2. (b) Sutton, D. Chem. Rev. 1993, 93, 995.
3. (c) Johnson, B. F. G.; Haymore, B. L.; Dilworth, J. R. In Comprehensive Coordination Chemistry; Wilkinson, G., Gillard, R. D., McCleverty, J. A., Eds.; Pergamon Press: Oxford, England, 1987; Vol. 2, p 130.
4. (d) Niemeyer, H. M. In The Chemistry of Diazonium and Diazo Groups; Patai, S., Ed.; Wiley: New York, 1978; Vol. 1, Chapter 7.
5. (e) Bruce, M. I.; Goodall, B. L. In The Chemistry of Hydrazo, Azo, and Azoxy Groups; Patai, S., Ed.; Wiley: Chichester, England, 1975; Part 1, Chapter 9.
6. (f) Sutton, D. Chem. Soc. Rev. 1975, 4, 443.
7. Dubois, D. L.; Hoffmann, R. Nouv. J. Chim. 1977, 1, 479.
8. Moller, E.; Jorgensen, K. A. Acta Chem. Scand. 1991, 45, 68.
9. (a) Yan, X.; Einstein, F. W. B.; Sutton, D. Can. J. Chem. 1995, 73, 939.
10. (b) Einstein, F. W. B.; Yan, X.; Sutton, D. J. Chem. Soc., Chem. Commun. 1990, 1446.
11. Kim, G. C.; Batchelor, R. J.; Yan, X.; Einstein, F. W. B.; Sutton, D. Inorg. Chem. 1995, 34, 6163.
12. (a) Cusanelli, A.; Batchelor, R. J.; Einstein, F. W. B.; Sutton, D. Organometallics 1994, 13, 5096.
13. (b) Garcia-Minsal, A.; Sutton, D. Organometallics 1996, 15, 332.
14. (a) Samkoff, D. E.; Shapley, J. R.; Churchill, M. R.; Wasserman, H. J. Inorg. Chem. 1984, 23, 397.
15. (b) Einstein, F. W. B.; Sutton, D.; Vogel, P. L. Inorg. Nucl. Chem. Lett. 1976, 12, 671.
16. (c) Dobinson, G. C.; Mason, R.; Robertson, G. B.; Ugo, R.; Conti, F.; Morelli, D.; Cenini, S.; Bonati, F. J. Chem. Soc., Chem. Commun. 1967, 739.
17. (d) Churchill, M. R.; Lin, K. G. Inorg. Chem. 1975, 14, 1133.
18. (e) Churchill, M. R.; Wasserman, H. J. Inorg. Chem. 1981, 20, 1580.
19. (f) Brace, M. I.; Horn, E.; Snow, M. R.; Williams, M. L. J. Organomet. Chem. 1984, 276, C53.
20. (g) Bruce, M. I.; Williams, M. L.; Skelton, B. W.; White, A. J. Organomet. Chem. 1986, 309, 157.
21. (h) DeBlois, R. E.; Rheingold, A. L.; Samkoff, D. E. Inorg. Chem. 1988, 27, 3506.
22. 4b
23. Kang, J. W.; Moseley, K.; Maitlis, P. M. J. Am. Chem. Soc. 1969, 91, 5970.
24. Yan, X. Ph.D. Thesis, Simon Fraser University, 1993.
25. Larson, A. C. In Crystallographic Computing; Ahmed, F. R., Ed.; Munksgaard: Copenhagen, 1970; p 291.
26. International Tables for X-ray Crystallography; Kynoch Press: Birmingham, England, 1975; Vol. IV, p 99.
27. Gabe, E. J.; LePage, Y.; Charland, J.-P.; Lee, F. L.; White, P. S. J. Appl. Crystallogr. 1989, 22, 384.
28. Watkin, D. J.; Carruthers, J. R.; Betteridge, P. W. CRYSTALS; Chemical Crystallography Laboratory, University of Oxford: Oxford, England, 1984.
29. (a) Booth, B. L.; Haszeldine, R. N.; Hill, M. J. Organomet. Chem. 1969, 16, 491.
30. (b) Gill, D. S.; Maitlis, P. M. J. Organomet. Chem. 1975, 87, 359.
31. Haymore, B. L.; Hughes, M.; Mason, J.; Richards, R. L. J. Chem. Soc., Dalton Trans. 1988, 2935.
32. Dilworth, J. R.; Kan, C. T.; Richards, R. L.; Mason, J.; Stenhouse, I. A. J. Organomet. Chem. 1980, 201, C24.
33. (a) Churchill, M. R.; Julis, S. A. Inorg. Chem. 1977, 16, 1488.
34. (b) Churchill, M. R.; Julis, S. A. Inorg. Chem. 1979, 18, 1215.
35. Ball, R. G.; Graham, W. A. G.; Heinekey, D. M.; Hoyano, J. K.; McMaster, A. D.; Mattson, B. M.; Michel, S. T. Inorg. Chem. 1990, 29, 2013.
36. The five-membered ring Ir, N(1), N(2), Ir, and N(101)' is essentially planar. Deviations from the best least-squares plane through these atoms: N(1), -0.074(11) Å; N(2), 0.056(9) Å; N(101)', 0.028(8) Å; C(1), 0.085(12) Å; N(102)', 0.191(11) Å; C(101)', -0.003(13) Å.
37. (a) Einstein, F. W. B.; Yan, X.; Zhang, X.; Sutton, D. J. Organomet. Chem. 1992, 439, 221.
38. (b) Green, M.; Mills, R. M.; Pain, G. N.; Stone, F. G. A.; Woodward, P. J. Chem. Soc., Dalton Trans. 1982, 1309.
39. (c) Mutton, A.; Maitlis, P. M. J. Organomet. Chem. 1979, 166, C21.
40. (d) Aldridge, M. L.; Green, M.; Howard, J. A. K.; Pain, G. N.; Porter, S. J.; Stone, F. G. A.; Woodward, P. J. Chem. Soc., Dalton Trans. 1982, 1333.
41. (e) Leonard, K.; Werner, H. Angew. Chem., Int. Ed. Engl. 1977, 16, 649.
42. (f) Del Paggio, A. A.; Muetterties, E. L.; Heinekey, D. M.; Day, V. W.; Day, C. S. Organometallics 1986, 5, 575.
43. (g) Einstein, F. W. B.; Jones, T.; Pomeroy, R. K.; Rushman, P. J. Am. Chem. Soc. 1984, 106, 2707.
44. (h) Einstein, F. W. B.; Pomeroy, R. K.; Rushman, P.; Willis, A. C. Organometallics 1985, 4, 250.
45. (i) Green, M.; Hankey, D. R.; Howard, J. A. K.; Louca, P.; Stone, F. G. A. J. Chem. Soc., Chem. Commun. 1983, 757.
46. (j) Freeman, M. J.; Miles, A. D.; Murray, M.; Orpen, A. G.; Stone, F. G. A. Polyhedron 1984, 3, 1093.
47. Yan, X.; Batchelor, R. J.; Einstein, F. W. B.; Zhang, X.; Nagelkerke, R.; Sutton, D. Submitted to Inorg. Chem.
48. Einstein, F. W. B.; Jones, R. H.; Zhang, X.; Yan, X.; Nagelkerke, R.; Sutton, D. J. Chem. Soc., Chem. Commun. 1989, 1424.
49. (a) Albright, T. A.; Burdett, J. K.; Whangbo, M.-H. Orbital Interactions in Chemistry; John Wiley & Sons: New York, 1985.
50. (b) Albright, T. A. Tetrahedron 1982, 38, 1339.
51. (a)McWeeney, R. Coulson's Valence; Oxford University Press: New York, 1973.
52. (b) Salem, L. Electrons in Chemical Reactions: First Principles; Wiley: New York, 1982; Chapters 4 and 5.
53. (c) Woodward, R. B.; Hoffmann, R. The Conservation of Orbital Symmetry; Academic Press: New York, 1969.
54. Salem, L. Electrons In Chemical Reactions: First Principles; Wiley: New York, 1982; p 148.
55. 5
56. When the two aryl groups are trans to each other, four different stereoisomers (assigned as RR', RS', SR', and SS') based on the chirality of the iridium atoms in the dimers can be deduced. Similarly, another four different stereoisomers can be obtained by a cis arrangement of the two aryl groups.
57. Cotton, F. A.; Wilkinson, G. Advanced Inorganic Chemistry, 5th ed.; John Wiley & Sons: New York, 1988; p 1327.