Nonclassical titanocene silyl hydrides

Chemistry - A European Journal

Volumn 10, Issue 20, 2004, Pages 4991-4999

  Ignatov, Stanislav K ^c   Rees, Nicholas H ^b   Tyrrell, Ben E ^b   Dubberley, Stuart R ^b   Razuvaev, Alexei G ^c   Mountford, Philip ^b   Nikonov, Georgii I ^a  

^a MOSCOW STATE UNIVERSITY   (Russian Federation)

^b UNIVERSITY OF OXFORD   (United Kingdom)

^c LOBACHEVSKY STATE UNIVERSITY OF NIZHNY NOVGOROD   (Russian Federation)

Author keywords

Density functional calculations; Hydride ligands; Hypervalent compounds; Silicon; Titanium

Indexed keywords

CHEMICAL BONDS; HYDRIDES; INFRARED SPECTROSCOPY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SILICON COMPOUNDS;

ANALOGOUS REACTIONS; BOND PATHS; HYPERVALENT INTERACTIONS; TITANOCENE SILYL HYDRIDES;

TITANIUM COMPOUNDS;

SILANE DERIVATIVE; SILICON; TITANIUM DERIVATIVE;

ARTICLE; CHEMICAL BOND; CHEMICAL REACTION; CHEMICAL STRUCTURE; DENSITY FUNCTIONAL THEORY; ELECTRON TRANSPORT; INFRARED SPECTROSCOPY; MOLECULAR DYNAMICS; MOLECULAR INTERACTION; NUCLEAR MAGNETIC RESONANCE; STRUCTURE ANALYSIS; SYNTHESIS; X RAY DIFFRACTION;

EID: 7044286430     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/chem.200400230     Document Type: Article

References (96)

1. a) G. J. Kubas, Metal Dihydrogen and σ-Bond Complexes, Kluwer Academic/Plenum, New York, 2001;
2. b) R. H. Crabtree, Angew. Chem. 1993, 105, 828; Angew. Chem. Int. Ed. Engl. 1993, 32, 789;
3. b) R. H. Crabtree, Angew. Chem. 1993, 105, 828; Angew. Chem. Int. Ed. Engl. 1993, 32, 789;
4. c) U. Schubert, Adv. Organomet. Chem. 1990, 30, 151;
5. d) J. Y. Corey, J. Braddock-Wilking, Chem. Rev. 1999, 99, 175;
6. e) Z. Lin, Chem. Soc. Rev. 2002, 31, 239;
7. f) G. I. Nikonov, J. Organomet. Chem. 2001, 635, 24.
8. a) W. A. Herrmann, N. W. Huber, J. Behm, Chem. Ber. 1992, 125, 1405;
9. b) L. J. Procopio, P. J. Carroll, D. H. Berry, J. Am. Chem. Soc. 1994, 116, 177;
10. c) W. A. Herrmann, J. Eppinger, M. Spiegler, O. Runte, R. Anwander, Organometallics 1997, 16, 1813;
11. d) I. Nagl, W. Scherer, M. Tafipolsky, R. Anwander, Eur. J. Inorg. Chem. 1999, 1405;
12. e) J. Eppinger, M. Spiegler, W. Hieringer, W. A. Herrmann, R. Anwander, J. Am. Chem. Soc. 2000, 122, 3080;
13. f) M. G. Klimpel, H. W. Görlitzer, M. Tafipolsky, M. Spiegler, W. Scherer, R. Anwander, J. Organomet. Chem. 2002, 647, 236;
14. g) G. I. Nikonov, P. Mountford, J. C. Green, P. A. Cooke, M. A. Leech, A. J. Blake, J. A. K. Howard, D. A. Lemenovskii, Eur. J. Inorg. Chem. 2000, 1917;
15. h) S. K. Ignatov, N. H. Rees, S. R. Dubberley, A. G. Razuvaev, P. Mountford, G. I. Nikonov, Chem. Commun. 2004, 952.
16. a) N. Peulecke, A. Ohff, P. Kosse, A. Tillack, A. Spannenberg, R. Kempe, W. Baumann, V. V. Burlakov, U. Rosenthal, Chem. Eur. J. 1998, 4, 1852;
17. b) M.-F. Fan, Z. Lin, Organometallics 1997, 16, 494;
18. c) U. Schubert, M. Schwartz, F. Möller, Organometallics 1994, 13, 1554;
19. d) J. Yin, J. Klozin, K. Abboud, W. M. Jones, J. Am. Chem. Soc. 1995, 117, 3298;
20. e) U. Schubert, H. Giges, Organometallics 1996, 15, 2373;
21. e) V. K. Dioumaev, P. J. Carroll, D. H. Berry, Angew. Chem. Int. Ed. 2003, 42, 3947.
22. a) M. Driess, H. Pritzkow, M. Reisgys, Angew. Chem. 1992, 104, 1514; Angew. Chem. Int. Ed. Engl. 1992, 31, 1510;
23. a) M. Driess, H. Pritzkow, M. Reisgys, Angew. Chem. 1992, 104, 1514; Angew. Chem. Int. Ed. Engl. 1992, 31, 1510;
24. b) M. Driess, H. Pritzkow, M. Reisgys, Chem. Ber. 1996, 129, 247.
25. a) A. D. Sadow, T. D. Tilley, J. Am. Chem. Soc. 2003, 125, 9462;
26. b) B. Mork, T. D. Tilley, Angew. Chem. 2003, 115, 371; Angew. Chem. Int. Ed. 2003, 42, 357;
27. b) B. Mork, T. D. Tilley, Angew. Chem. 2003, 115, 371; Angew. Chem. Int. Ed. 2003, 42, 357;
28. c) T. Watanabe, H. Hashimoto, H. Tobita, Angew. Chem. 2004, 116, 220; Angew. Chem. Int. Ed. 2004, 43, 218.
29. c) T. Watanabe, H. Hashimoto, H. Tobita, Angew. Chem. 2004, 116, 220; Angew. Chem. Int. Ed. 2004, 43, 218.
30. a) G. I. Nikonov, L. G. Kuzmina, S. F. Vyboishchikov, D. A. Lemenovskii, J. A. K. Howard, Chem. Eur. J. 1999, 5, 2497;
31. b) V. I. Bakhmutov, J. A. K. Howard, D. A. Keen, L. G. Kuzmina, M. A. Leech, G. I. Nikonov, E. V. Vorontsov, C. C. Wilson, J. Chem. Soc. Dalton Trans. 2000, 1631;
32. c) G. I. Nikonov, L. G. Kuzmina, J. A. K. Howard, J. Chem. Soc. Dalton Trans. 2002, 3037.
33. a) G. I. Nikonov, P. Mountford, S. K. Ignatov, J. C. Green, P. A. Cooke, M. A. Leech, L. G. Kuzmina, A. G. Razuvaev, N. H. Rees, A. J. Blake, J. A. K. Howard, D. A. Lemenovskii, Dalton Trans. 2001, 2903;
34. b) S. R. Dubberley, S. K. Ignatov, N. H. Rees, A. G. Razuvaev, P. Mountford, G. I. Nikonov, J. Am. Chem. Soc 2003, 125, 642;
35. c) G. I. Nikonov, P. Mountford, S. R. Dubberley, Inorg. Chem. 2003, 42, 258.
36. T. I. Gountchev, T. D. Tilley, J. Am. Chem. Soc. 1997, 119, 12831.
37. K. Hübler, U. Hübler, W. R. Roper, P. Schwerdtfeger, L. J. Wright, Chem. Eur. J. 1997, 3, 1608.
38. a) K. Hussein, C. J. Marsden, J.-C. Barthelat, V. Rodriguesz, S. Coneiro, S. Sabo-Etienne, B. Donnadieu, B. Chaudret, Chem. Commun. 1999, 1315;
39. b) I. Atheaux, F. Delpech, B. Donnadieu, S. Sabo-Etienne, B. Chaudret, K. Hussein, J. C. Barthelat, T. Braun, S. B. Duckett, R. N. Perutz, Organometallics 2002, 21, 5347;
40. c) I. Atheaux, B. Donnadieu, V. Rodriguez, S. Sabo-Etienne, B. Chaudret, K. Hussein, J.-C. Barthelat, J. Am. Chem. Soc. 2000, 122, 5664;
41. d) F. Delpech, S. Sabo-Etienne, J.-C. Daran, B. Chaudret, K. Hussein, C. J. Marsden, J.-C. Barthelat, J. Am. Chem. Soc. 1999, 121, 6668.
42. N. M. Yardy, F. R. Lemke, L. Brammer, Organometallics 2001, 20, 5670.
43. G. I. Nikonov, Angew. Chem. 2001, 113, 3457; Angew. Chem. Int. Ed. 2001, 40, 3353.
44. G. I. Nikonov, Angew. Chem. 2001, 113, 3457; Angew. Chem. Int. Ed. 2001, 40, 3353.
45. E. Spaltenstein, P. Palma, K. A. Kreutzer, C. A. Willoughby, W. M. Davis, S. L. Buchwald, J. Am. Chem. Soc. 1994, 116, 10 308.
46. a) L. Hao, A.-M. Lebuis, J. F. Harrod, Chem. Commun. 1998, 1089;
47. b) H. G.; Woo, J. F. Harrod, J. Hénique, E. Samuel, Organometallics 1993, 12, 2883;
48. c) J. Britten, Y. Mu, J. F. Harrod, J. Polowin, M. C. Baird, E. Samuel, Organometallics 1993, 12, 2672;
49. d) E. Samuel, Y. Mu, J. F. Harrod, Y. Dromzee, Y. Jeannin, J.Am.Chem.Soc. 1990, 112, 3435;
50. e) C. Aitken, J. F. Harrod, E. Samuel, J. Am. Chem. Soc. 1986, 108, 4059.
51. R. Shu, L. Hao, J. F. Harrod, H.-G. Woo, E. Samuel, J. Am. Chem. Soc. 1998, 120, 12 988.
52. N. Muhoro, X. M. He, J. F. Hartwig, J. Am. Chem. Soc. 1999, 121, 5033.
53. D. Liu, K. C. Lam, Z. Lin, Organometallics 2003, 22, 2827.
54. L. B. Kool, M. D. Rausch, H. G. Alt, M. Herberhold, B. Wolf, U. Thewalt, J. Organomet. Chem. 1985, 297, 159.
55. a) J. E. Bercaw, R. H. Msarvich, R. H. Bell, H. H. Brintzinger, J. Am. Chem. Soc. 1972, 94, 1219;
56. b) J. L. Bennet, P. T. Wolczanski, J. Am. Chem. Soc. 1994, 116, 2179;
57. c) H. Noth, M. Schmidt, Organometallics 1995, 14, 4601;
58. d) Z. K. Sweeney, J. L. Polse, R. A. Anderson, R. G. Bergman, M. G. Kubinec, J. Am. Chem. Soc. 1997, 119, 4543;
59. e) A. W. Kaplan, J. L. Polse, G. E. Ball, R. A. Anderson, R. G. Bergman, J. Am. Chem. Soc. 1998, 120, 11649.
60. a) J. M. de Wolf, A. Meetsma, J. H. Teuben, Organometallics 1995, 14, 5466;
61. b) J. W. Pattiasina, F. Bolhius, J. H. Teuben, Angew. Chem. 1987, 99, 342; Angew. Chem. Int. Ed. Engl. 1987, 26, 330;
62. b) J. W. Pattiasina, F. Bolhius, J. H. Teuben, Angew. Chem. 1987, 99, 342; Angew. Chem. Int. Ed. Engl. 1987, 26, 330;
63. c) J. H. Teuben, Organometallics 1991, 10, 3227;
64. d) W. W. Lukens, Jr., P. T. Matsunaga, R. Andersen, Organometallics 1998, 17, 5240.
65. a) D. L. Lichtenberger, Organometallics 2003, 22, 1599;
66. b) G. I. Nikonov, Organometallics 2003, 22, 1597.
67. NMR and the Periodic Table (Eds.: R. K. Harris, B. E. Mann), Academic Press, London, 1978.
68. H. A. Bent, Chem. Rev. 1961, 61, 275.
69. [1a] Electronegative groups on silicon decrease the energy of (Si-H)* and thus promote more pronounced Si-H oxidative addition to metal. See refs. [1a-d]
70. 29Si NMR chemical shift 82.4 ppm. R. K. Harris, B. J. Kimber, Org. Magn. Reson. 1975, 7, 460.
71. a) J. Burgio, N. M. Yardy, J. L. Petersen, F. R. Lemke, Organometallics 2003, 22, 4928;
72. b) N. M. Yardy, F. R. Lemke, L. Brammer, Organometallics 2001, 20, 5670;
73. c) G. N. van Buuren, A. C. Willis, F. W. B. Einstein, L. K. Peterson, R. K. Pomeroy, D. Sutton, Inorg. Chem. 1981, 20, 4361;
74. d) A. A. Zlota, F. Frolow, D. Milstein, Chem. Commun. 1989, 1826;
75. e) H. Yamashita, A. M. Kawamoto, M. Tanaka, M. Goto, Chem. Lett. 1990, 2107;
76. f) A. K. Roy, R. B. Taylor, J. Am. Chem. Soc. 2002, 124, 9510;
77. g) U. Schubert, A. Rengstl J. Organomet. Chem. 1979, 166, 323;
78. h) F. R. Lemke, R. S. Simons, W. J. Youngs, Organometallics 1996, 15, 216.
79. S. R. Frerics, B. K. Stein, J. E. Ellis, J. Am. Chem. Soc. 1987, 109, 5558.
80. Y. You, S. R. Wilson, G. S. Girolami, Organometallics 1994, 13, 4655.
81. K. B. Wiberg, Tetrahedron 1968, 24, 1024.
82. A. E. Reed, L. A. Curtiss, F. Weinhold, Chem. Rev. 1988, 88, 899.
83. a) R. F. Bader, Atoms in Molecules: A Quantum Theory, Clarendon, New York, 1990;
84. b) D. Cremer, E. Kraka, Angew. Chem. 1984, 96, 627; Angew. Chem. Int. Ed. Engl. 1984, 23, 612;
85. b) D. Cremer, E. Kraka, Angew. Chem. 1984, 96, 627; Angew. Chem. Int. Ed. Engl. 1984, 23, 612;
86. c) D. Cremer, E. Kraka, Croat. Chem. Acta 1984, 57, 1259.
87. Large bond ellipticity for the M-H bond has been observed in some agostic species: a) W. Scherer, W. Hieringer, M. Spiegler, P. Sirsch, G. S. McGrady, A. J. Downs, A. Haaland, B. Pedersen, Chem. Commun. 1998, 2471; b) W. Scherer, G. S. McGrady, Angew. Chem. 2004, 116, 1816; Angew. Chem. Int. Ed. 2004, 43, 1782.
88. Large bond ellipticity for the M-H bond has been observed in some agostic species: a) W. Scherer, W. Hieringer, M. Spiegler, P. Sirsch, G. S. McGrady, A. J. Downs, A. Haaland, B. Pedersen, Chem. Commun. 1998, 2471; b) W. Scherer, G. S. McGrady, Angew. Chem. 2004, 116, 1816; Angew. Chem. Int. Ed. 2004, 43, 1782.
89. Large bond ellipticity for the M-H bond has been observed in some agostic species: a) W. Scherer, W. Hieringer, M. Spiegler, P. Sirsch, G. S. McGrady, A. J. Downs, A. Haaland, B. Pedersen, Chem. Commun. 1998, 2471; b) W. Scherer, G. S. McGrady, Angew. Chem. 2004, 116, 1816; Angew. Chem. Int. Ed. 2004, 43, 1782.
90. a) G. M. Sheldrick, SHELXS-86 Program for Crystal Structure Solution, Acta Crystallogr. Sect. A 1990, 146, 467;
91. b) A. Altomare, G. Cascarano, G. Giacovazzo, A. Guagliardi, M. C. Burla, G. Polidori, M. Camalli, J. Appl. Crystallogr. 1994, 27, 435.
92. G. M. Sheldrick, SHELXTL-96, Program for Crystal Structure Refinement, Universität Göttingen, 1996.
93. Gaussian 98 (Revision A.3), M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, V. G. Zakrzewski, J. A. Montgomery, Jr., R. E. Stratmann, J. C. Burant, S. Dapprich, J. M. Millam, A. D. Daniels, K. N. Kudin, M. C. Strain, O. Farkas, J. Tomasi, V. Barone, M. Cossi, R. Cammi, B. Mennucci, C. Pomelli, C. Adamo, S. Clifford, J. Ochterski, G. A. Petersson, P. Y. Ayala, Q. Cui, K. Morokuma, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. Cioslowski, J. V. Ortiz, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. Gomperts, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, C. Gonzalez, M. Challacombe, P. M. W. Gill, B. G. Johnson, W. Chen, M. W. Wong, J. L. Andres, M. Head-Gordon, E. S. Replogle, J. A. Pople, Gaussian, Inc., Pittsburgh, PA, 1998.
94. P. J. Hay, W. R. Wadt, J. Chem. Phys. 1985, 82, 299.
95. A. Bergner, M. Dolg, W. Kuechle, H. Stoll, H. Preuss, Mol. Phys. 1993, 80, 1431; U. Wedig, M. Dolg, H. Stoll, H. Preuss in Quantum Chemistry: The Challenge of Transition Metals and Coordination Chemistry. (Ed.: A. Veillard), Reidel, Dordrecht, 1986, p. 79.
96. A. Bergner, M. Dolg, W. Kuechle, H. Stoll, H. Preuss, Mol. Phys. 1993, 80, 1431; U. Wedig, M. Dolg, H. Stoll, H. Preuss in Quantum Chemistry: The Challenge of Transition Metals and Coordination Chemistry. (Ed.: A. Veillard), Reidel, Dordrecht, 1986, p. 79.