Steric enhancement of group 12 metal hydride stability and the reaction of an arylzinc hydride with tetramethylpiperidinyl oxide (TEMPO)

Organometallics

Volumn 28, Issue 7, 2009, Pages 2091-2095

  Zhu, Zhongliang ^a   Fettinger, James C ^a   Olmstead, Marilyn M ^a   Power, Philip P ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ASSOCIATIVE MECHANISMS; METAL HYDRIDES; METAL IODIDES; ROOM TEMPERATURES; SYNTHESIS AND CHARACTERIZATIONS; THERMAL STABILITIES; TRANSMETALATION;

CADMIUM COMPOUNDS; HYDRIDES; HYDROGEN; LITHIUM BATTERIES; METALS; OXYGEN; SILICON; SODIUM; ZINC;

ARGON;

EID: 65349131826     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om900005t     Document Type: Article

References (53)

1. (a) Resa, I.; Carmona, E.; Gutierrez-Puebla, E.; Monge, A. Science 2004, 305, 1136.
2. (b) del Río, D.; Galindo, A.; Resa, I.; Carmona, E. Angew. Chem., Int. Ed. 2005, 44, 1244.
3. (c) Grirrane, A.; Resa, I.; Rodriguez, A.; Carmona, E.; Alvarez, E.; Gutierrez-Puebla, E.; Monge, A.; Galindo, A.; del Río. D.; Andersen. R. A. J. Am. Chem. Soc. 2007, 129, 693.
4. Wang, Y.; Quillian, B.; Wei, P.; Wang, H.; Yang, X.-J.; Xie, Y.; King, R. B.; Schleyer, P. v. R.; Schaefer, H.F., III; Robinson, G. H. J. Am. Chem. Soc. 2005, 127, 11944.
5. (a) Zhu, Z.; Wright, R. J.; Olmstead, M. M.; Rivard, E.; Brynda, M.; Power, P. P. Angew. Chem, Int. Ed. 2006, 45, 5807.
6. (b) Zhu, Z.; Fischer, R. C.; Fettinger, J. C: Rivard, E.; Brynda, M.; Power. P. P. J. Am. Chem. Soc. 2006, 128, 15068.
7. (c) Zhu, Z.; Brynda, M.; Wright, R. J.; Fischer, R. C: Merrill, A. W.; Rivard, E.; Wolf, R.; Fettinger, J. C.; Olmstead, M. M.: Power. P. P. J. Am. Soc. Chem. 2007, 129, 10847.
8. (a) Yang, X.-J.; Yu, J.; Liu, Y.; Xie, Y.; Schaefer, H. F., III; Liang, Y.; Wu, B. Chem. Commun. 2007, 2363.
9. (b) Yu, J.; Yang, X.-J.; Liu, Y.; Pu, Z.; Li, Q.-S.; Xie. Y.; Schaefer, H. F.; Wu, B. Organometallics 2008, 27, 5800.
10. Fedushkin, I. L.; Skatova, A. A.: Ketkov, S. Y.; Eremenko, O. V.; Piskunov, A. V.; Fukin, G. K. Angew. Chem., Int. Ed. 2007, 46, 4302.
11. Tsai, Y.-C.; Lu, D.-Y.; Lin, Y.-M.; Hwang, J.-K.; Yu, J.-S. K. Chem. Commun. 2007, 4125.
12. Reger, D. L.; Mason, S. S.; Rheingold, A. L. J,Am. Chem. Soc. 1993, 115, 10406.
13. Bravo-Zhivotovskii, D.; Yuzefovich, M.; Bendikov, M.; Klinkham-mer, K.; Apeloig, Y. Angew. Chem., Int. Ed. 1999, 38, 1100.
14. Downs, A. J.; Pulham, C. R. Chem. Soc. Rev. 1994, 23, 175.
15. Aldridge, S.; Downs, A. J. Chem. Rev. 2001, 101, 3305.
16. Some organozinc hydride examples other than those in ref 3: (a) Bell, N. A.; Moseley, P. T.; Shearer, H. M. M.; Spencer, C. B. J. Chem. Soc, Chem. Commun. 1980, 359.
17. (b) Looney, A.; Han, R.; Gorrell, I. B.; Cornebise, M.; Yoon, K.; Parkin, G.; Rheingold, A. L. Oranometallics 1995, 14, 274.
18. (c) Klaui, W.; Schilde. U.; Schmidt, M. Inorg. Chem. 1997, 36, 1598.
19. (d) Krieger, M.; Neumiiller. B.; Dehnicke. K. Z, Anorg. Allg. Chem. 1998, 624, 1563.
20. (e) Hao, H. J.; Cui, C. M.; Roesky, H. W.; Bai, G. C.; Schmidt, H.-G.; Noltemeyer, M. Chem. Commun. 2001, 1118.
21. Some spectroscopically characterized organomercury hydrides: (a) Devaud, M. Organomet. Chem. 1981, 220, C27.
22. (b) Bellec, N.; Guillemin, J.-C. Tetrahedron Lett. 1995, 36, 6883.
23. (c) Greene, T. M.; Andrews, L.; Downs, A. J. J. Am. Chem. Soc. 1995, 117, 8180.
24. (d) Nakamura, E.; Yu, Y.; Mori, S.; Yamago, S. Angew. Chem., Int. Ed. 1997, 36, 374.
25. Pangborn, A. B.; Giardello, M. A.; Grubbs, R. H.; Rosen, R. K.; Timmers, F. J. Organometallics 1996, 15, 1518.
26. Schiemenz, B.; Power, P. P. Organometallics 1996, 15, 958.
27. Wolf, R.; Ni, C.; Nguyen, T.; Brynda, M.; Long, G. J.; Sutton, A. D.; Fischer, R. C.; Fettinger, J. C.; Hellman, M.; Pu, L. H.; Power, P. P. Inorg. Chem. 2007, 46, 11277.
28. Wang, Y.; Quillian, B.; Wannere, C. S.; Wei, P.; Schleyer, P. v. R.; Robinson, G. H. Organometallics 2007, 26, 3054.
29. Hope. H. Prog. Inorg. Chem. 1995, 41, 1.
30. SADABS, An empirical absorption correction program, part of the SAINT-Plus NT version 5.0 package; Bruker AXS: Madison, Wl, 1998.
31. Wang, X.; Andrews, L. J. Phys. Chem. A 2004, 108, 11006.
32. Shayesteh, A.; Yu, S.; Bernath, P. F. Chem. - Eur. J., 2005, 11, 4709.
33. Greene, T. M.: Andrews. L.; Downs. A. J. J. Am. Chem. Soc. 1995, 117, 8180.
34. Lucarini, M.; Marchesi, E.; Pedulli, G. F.; Chatilialoglu, C. J. Org. Chem. 1998, 63, 1687.
35. Jones, C.; Rose, R. P. New J. Chem. 2007, 31, 1484.
36. (a) Power, P. P.; Ruhlandt-Senge, K. S.; Shoner, C. Inorg. Chem. 1991, 30, 5013.
37. (b) Elias, A. J.; Schmidt, H.-G.; Noltemeyer. M.; Roesky, H. W. Eur. J. Solid State Inorg. Chem. 1992, 29, 23.
38. (c) Rees, W. S., Jr.; Green, D. M.; Hesse, W. Polyhedron 1992, 11, 1697.
39. (d) Rees, W. S., Jr.; Just, O.; Schumann, H.; Weimann, R. Polyhedron 1998, 17, 1001.
40. (e) Schumann, H.; Gottfriedsen, J.; Dechert, S.; Girgsdies, F. Z. Anorg. Allg. Chem. 2000, 626, 747.
41. (f) Margraf, G.; Lerner, H.-W.; Boltea, M.; Wagner, M. Z. Anorg. Allg. Client. 2004, 630, 217.
42. (g) Tang, Y.; Felix, A. M.; Boro, B. J.; Zakharov, L. N.; Rheingold, A. L.; Kemp, R. A. Polyhedron 2005, 24, 1093.
43. (a) Westerhausen, M.; Wieneke, M.; Rademacher, B. B.; Schwarz, W. Chem. Ber. 1997, 130, 1499, and references therein,
44. (b) Coward, K. M.; Jones, A. C.; Steiner, A.; Bickley, J. F.; Smith, L. M.; Pemble, M. E. J. Chem. Soc, Dalton Trans. 2000, 3480, and references therein.
45. Jaitner, P.; Huber, W.; Hunter, G.; Scheidsteger, O. J. Organomet. Chem. 1983, 259, Cl.
46. Jaitner, P.; Huber, W.; Gieren, A.; Betz, H. J. Organomet. Chem. 1986, 311, 379.
47. Mindiola, D. J.; Waterman, R.; Jenkins, D. M.; Hillhouse, G. L. Inorg. Chim. Acta 2003, 345, 299.
48. Caneschi, A.; Grand, A.; Laugier, J.; Rey, P.; Subra, R. J. Am. Chem. Soc. 1988, 110, 2307.
49. Jaitner, P.; Huber, W.; Gieren, A.; Betz, H. Z. Anorg. Allg. Chem. 1986, 538, 53.
50. (a) Dickman, M. H.; Doedens, R. J. Inorg. Chem. 1982, 21, 682.
51. (b) Porter, L. C.; Doedens, R. J. Acta Crystallogr., Sect. C: Cryst. Struct. Commun. 1985, 41, 838.
52. Forbes, G. C.; Kennedy, A. R.; Mulvey, R. E.; Rodger, P. J. A. Chem. Commun. 2001, 1400.
53. Hepperle, S. S.; Wang. Y. A. J. Phys. Chem. A 2008, 112, 9619.