Photochemistry of transition metal germylenes and metallacycles

Organometallics

Volumn 19, Issue 6, 2000, Pages 1186-1189

  Litz, K E ^a   Bender, J E ^a   Sweeder, R D ^a   Banaszak Holl, M M ^a   Kampf, J W ^a  

^a UNIVERSITY OF MICHIGAN   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0012397569     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om9910367     Document Type: Article

References (58)

1. (a) Pannell, K. H.; Rice, J. B. J. Organomet. Chem. 1974, 78, C35.
2. (b) Pannell, K. H.; Brun, M.-C.; Sharma, H.; Jones, K.; Sharma, S. Organometallics 1994, 13, 1075.
3. (c) Sharma, H.; Pannell, K. H. Organometallics 1994, 13, 4946.
4. (d) Pannell, K. H.; Sharma, H. K.; Kapoor, R. N.; Cervantes-Lee, F. J. Am. Chem. Soc. 1997, 119, 9315.
5. (e) Zhang, Z.; Sanchez, R.; Pannell, K. H. Organometallics 1995, 14, 2605.
6. (f) Sharma, H. K.; Pannell, K. H. Chem. Rev. 1995, 95, 1351.
7. (a) Tobita, H.; Izumi, H.; Ohnuki, S.; Ellerby, M. C.; Kikuchi, M.; Inomata, S.; Ogino, H. J. Am. Chem. Soc. 1995, 117, 7013.
8. (b) El-Maradny, A.; Tobita, H.; Ogino, H. Chem. Lett. 1996, 83.
9. (c) Ueno, K.; Nakano, K.; Ogino, H. Chem. Lett. 1996, 459.
10. (d) Koe, J. R.; Tobita, H.; Suzuki, T. Ogino, H. Organometallics 1992, 11, 150.
11. (e) Koe, J. R.; Tobita, H.; Ogino, H. Organometallics 1992, 11, 2479.
12. Haynes, A.; George, M. W.; Haward, M. T.; Poliakoff, M.; Turner, J. J.; Boag, N. M.; Green, M. J. Am. Chem. Soc. 1991, 113, 2011.
13. Castel, A.; Rivière, P.; Ahbala, M.; Satgé, J.; Soufiaoui, M.; Knouzi, N. J. Organomet. Chem. 1993, 447, 123.
14. Zybill, C.; Wilkinson, D. L.; Leis, C.; Müller, G. Angew. Chem., Int. Ed. Engl. 1989, 28, 203.
15. (a) Okinoshima, H.; Yamamota, K.; Kumada, M. J. Am. Chem. Soc. 1972, 94, 9263.
16. (b) Yamamoto, K.; Okinoshima, H.; Kumada, M. J. Organomet. Chem. 1971, 27, C31.
17. For reviews of this area see: (a) Tilley, T. D. Comments Inorg. Chem. 1990, 10, 37. (b) Tilley, T. D. Acc. Chem. Res. 1993, 26, 22. (c) Yamashita, H.; Tanaka, M. Bull. Chem. Soc. Jpn. 1995, 68, 403.
18. For reviews of this area see: (a) Tilley, T. D. Comments Inorg. Chem. 1990, 10, 37. (b) Tilley, T. D. Acc. Chem. Res. 1993, 26, 22. (c) Yamashita, H.; Tanaka, M. Bull. Chem. Soc. Jpn. 1995, 68, 403.
19. For reviews of this area see: (a) Tilley, T. D. Comments Inorg. Chem. 1990, 10, 37. (b) Tilley, T. D. Acc. Chem. Res. 1993, 26, 22. (c) Yamashita, H.; Tanaka, M. Bull. Chem. Soc. Jpn. 1995, 68, 403.
20. Recent examples of papers that include germylene or silylene ligands as important intermediates include: (a) Figge, L. K.; Carroll, P. J.; Berry, D. H. Organometallics 1996, 15, 209. (b) Mitchell, G. P.; Tilley, T. D. Organometallics 1996, 15, 3477. (c) Mitchell, G. P.; Tilley, T. D.; Yap, G. P. A.; Rheingold, A. L. Organometallics 1995, 14, 5472.
21. Recent examples of papers that include germylene or silylene ligands as important intermediates include: (a) Figge, L. K.; Carroll, P. J.; Berry, D. H. Organometallics 1996, 15, 209. (b) Mitchell, G. P.; Tilley, T. D. Organometallics 1996, 15, 3477. (c) Mitchell, G. P.; Tilley, T. D.; Yap, G. P. A.; Rheingold, A. L. Organometallics 1995, 14, 5472.
22. Recent examples of papers that include germylene or silylene ligands as important intermediates include: (a) Figge, L. K.; Carroll, P. J.; Berry, D. H. Organometallics 1996, 15, 209. (b) Mitchell, G. P.; Tilley, T. D. Organometallics 1996, 15, 3477. (c) Mitchell, G. P.; Tilley, T. D.; Yap, G. P. A.; Rheingold, A. L. Organometallics 1995, 14, 5472.
23. Litz, K. E.; Henderson, K.; Gourley, R. W.; Banaszak Holl, M. M. Organometallics 1995, 14, 5008.
24. Litz, K. E.; Bender, J. E.; Kampf, J. W.; Banaszak Holl, M. M. Angew. Chem., Int. Ed. Engl. 1997, 36, 496.
25. Gynane, M. J. S.; Harris, D. H.; Lappert, M. F.; Power, P. P.; Riviere, P.; Riviere-Baudet, M. J. Chem. Soc., Dalton Trans. 1977, 2004.
26. Spartan v5.0; Wavefunction, Inc.: 18401 Von Karman Avenue, Suite 370, Irvine, CA 92612.
27. Jaguar v3.5; Schrödinger, Inc.: Portland, OR, 1997.
28. Becke, A. D. Phys. Rev. A 1988, 38, 3098.
29. Slater, J. C. Quantum Theory of Molecules and Solids, Vol. 4: The Self-Consistent Field for Molecules and Solids; McGraw-Hill: New York, 1974.
30. (a) Perdew, J. P. Phys. Rev. B 1986, 33, 8822.
31. (b) Perdew, J. P. Phys. Rev. B 1986, 34, 7406.
32. Perdew, J. P.; Zunger, A. Phys. Rev. B 1981, 23, 5048.
33. Hay, P. J.; Wadt, W. R. J. Chem. Phys. 1985, 82, 299.
34. Hay, P. J.; Wadt, W. R. J. Chem. Phys. 1985, 82, 270.
35. Hariharan, P. C.; Pople, J. A. Theor. Chim. Acta 1973, 28, 213.
36. For reviews see: (a) Lappert, M. F.; Rowe, R. S. Coord. Chem. Rev. 1990, 100, 267. (b) Petz, W. Chem. Rev. 1986, 86, 1019. (c) Tandura, S. N.; Gurkova, S. N.; Gusev, A. I. Zh. Strukt. Khim. 1990, 31, 154.
37. For reviews see: (a) Lappert, M. F.; Rowe, R. S. Coord. Chem. Rev. 1990, 100, 267. (b) Petz, W. Chem. Rev. 1986, 86, 1019. (c) Tandura, S. N.; Gurkova, S. N.; Gusev, A. I. Zh. Strukt. Khim. 1990, 31, 154.
38. For reviews see: (a) Lappert, M. F.; Rowe, R. S. Coord. Chem. Rev. 1990, 100, 267. (b) Petz, W. Chem. Rev. 1986, 86, 1019. (c) Tandura, S. N.; Gurkova, S. N.; Gusev, A. I. Zh. Strukt. Khim. 1990, 31, 154.
39. A closely related silyene complex has also recently been synthesized: Feldman, J. D.; Mitchell, G. P.; Nolte, J.-O.; Tilley, T. D. J. Am. Chem. Soc. 1998, 120, 11185.
40. Bender, J. E.; Banaszak Holl, M. M.; Kampf, J. W. Organometallics 1997, 16, 2743.
41. Bender, J. E.; Litz, K. E.; Giarikos, D.; Wells, N. J.; Banaszak Holl, M. M.; Kampf, J. W. Chem. Eur. J. 1997, 3, 1793.
42. For analogous uses of benzil as a germylene trap see: (a) Tokitoh, N.; Manmura, K.; Okazaki, R. Organometallics 1994, 13, 167. (b) Weidenbruch, M.; Stürmann, M.; Kilian, H.; Pohl, S.; Saak, W. Chem. Ber. Recl. 1997, 130, 735.
43. For analogous uses of benzil as a germylene trap see: (a) Tokitoh, N.; Manmura, K.; Okazaki, R. Organometallics 1994, 13, 167. (b) Weidenbruch, M.; Stürmann, M.; Kilian, H.; Pohl, S.; Saak, W. Chem. Ber. Recl. 1997, 130, 735.
44. (a) Caspar, J. V. J. Am. Chem. Soc. 1985, 107, 6718.
45. (b) Harvey, P. D.; Gray, H. B. J. Am. Chem. Soc. 1988, 110, 2145.
46. Calculations were performed using the Spartan 5.0 suite of programs on an HP200C workstation.
47. 2Pt systems see: Head, R. A J. Chem. Soc., Dalton Trans. 1982, 1637.
48. 2-Formaldehyde complexes: (a) Threlkel, R. S.; Bercaw, J. E. J. Am. Chem. Soc. 1981, 103, 2650. (b) Barger, P. T.; Bercaw, J. E. Organometallics 1984, 3, 278. (c) Cutler, A. R.; Chung, T. T. J. Am. Chem. Soc. 1986, 108, 6069. (d) Cutler, A. R.; Vites, J. C.; Steffey, B. D. Organometallics 1991, 10, 3432.
49. 2-Formaldehyde complexes: (a) Threlkel, R. S.; Bercaw, J. E. J. Am. Chem. Soc. 1981, 103, 2650. (b) Barger, P. T.; Bercaw, J. E. Organometallics 1984, 3, 278. (c) Cutler, A. R.; Chung, T. T. J. Am. Chem. Soc. 1986, 108, 6069. (d) Cutler, A. R.; Vites, J. C.; Steffey, B. D. Organometallics 1991, 10, 3432.
50. 2-Formaldehyde complexes: (a) Threlkel, R. S.; Bercaw, J. E. J. Am. Chem. Soc. 1981, 103, 2650. (b) Barger, P. T.; Bercaw, J. E. Organometallics 1984, 3, 278. (c) Cutler, A. R.; Chung, T. T. J. Am. Chem. Soc. 1986, 108, 6069. (d) Cutler, A. R.; Vites, J. C.; Steffey, B. D. Organometallics 1991, 10, 3432.
51. 2-Formaldehyde complexes: (a) Threlkel, R. S.; Bercaw, J. E. J. Am. Chem. Soc. 1981, 103, 2650. (b) Barger, P. T.; Bercaw, J. E. Organometallics 1984, 3, 278. (c) Cutler, A. R.; Chung, T. T. J. Am. Chem. Soc. 1986, 108, 6069. (d) Cutler, A. R.; Vites, J. C.; Steffey, B. D. Organometallics 1991, 10, 3432.
52. Closely related complexes containing a main-group/oxygen bond: (a) Lindner, E.; Eberle, H. J.; Hoehne, S. Chem. Ber. 1981, 114, 413. (b) Hoover, J. F.; Stryker, J. M. Organometallics 1989, 8, 2973. (c) Hoover, J. F.; Stryker, J. M. J. Am. Chem. Soc. 1989, 111, 6466.
53. Closely related complexes containing a main-group/oxygen bond: (a) Lindner, E.; Eberle, H. J.; Hoehne, S. Chem. Ber. 1981, 114, 413. (b) Hoover, J. F.; Stryker, J. M. Organometallics 1989, 8, 2973. (c) Hoover, J. F.; Stryker, J. M. J. Am. Chem. Soc. 1989, 111, 6466.
54. Closely related complexes containing a main-group/oxygen bond: (a) Lindner, E.; Eberle, H. J.; Hoehne, S. Chem. Ber. 1981, 114, 413. (b) Hoover, J. F.; Stryker, J. M. Organometallics 1989, 8, 2973. (c) Hoover, J. F.; Stryker, J. M. J. Am. Chem. Soc. 1989, 111, 6466.
55. Apeloig, Y.; Bravo-Zhivotovskii, D.; Zharov, I.; Panov, V.; Leigh, W.; Sluggett, G. J. Am. Chem. Soc. 1998, 120, 1398.
56. Litz, K. E.; Kampf, J. W.; Banaszak Holl, M. M. J. Am. Chem. Soc. 1998, 120, 7484.
57. Tilley, T. D.; Mitchell, G. P. J. Am. Chem. Soc. 1997, 119, 11236.
58. Schager, F.; Seevogel, K.; Pörschke, K.-R.; Kessler, M.; Krüger, C. J. Am. Chem. Soc. 1996, 118, 13075.