The UV-light initiated reaction of organosilanes with tungsten hexacarbonyl: Formation of an organosilylene complex and organosilylium salts

Zeitschrift fur Anorganische und Allgemeine Chemie

Volumn 635, Issue 13-14, 2009, Pages 2126-2134

  Dannappel, Kai ^a   Nienhaus, Roland ^a   Schürmann, Markus ^a   Costisella, Burkard ^a   Jurkschat, Klaus ^a  

^a TU DORTMUND UNIVERSITY   (Germany)

Author keywords

Carbene homologues; Organosilylium cation; Silicon; Silylene complex; Tungsten

Indexed keywords

EID: 70449578316     PISSN: 00442313     EISSN: 15213749     Source Type: Journal    
DOI: 10.1002/zaac.200900204     Document Type: Article

References (102)

1. a) A. J. Arduengo III, R. L. Harlow, M. Kline, J. Am. Chem. Soc. 1991, 113, 361-363;
2. b) D. Borissou, O. Guerret, F. P. Gabbai, G. Bertrand, Chem. Rev. 2001, 101, 39-91;
3. c) G. Bertrand, J. Organomet. Chem. 2005, 690, 5397;
4. d) F. E. Hahn, M. C. Jahnke, Angew. Chem. 2008, 120, 3166-3216;
5. Angew. Chem. Int. Ed. 2008, 47, 4057-4061;
6. e) T. Cantat, N. Mézailles, A. Auffrant, P. Le Floch, Dalton Trans. 2008, 1957-1972.
7. a) O. Kühl, Coord. Chem. Rev. 2004, 248, 411-427;
8. b) A. V Zabula, F. E. Hahn, Eur. J. Inorg. Chem. 2008, 5165-5179;
9. c) J. Barrau, G. Rima, Coord. Chem. Rev. 1998, 178-180, 593-622;
10. d) N. N. Zemlyanski, J. V Borisova, M. S. Nechaev, V N. Khrustalev, V V. Lumin, M. Yu. Antipin, Yu. A. Ustynyuk, Russ. Chem. Bulletin, Int. Ed. 2004, 53, 980-1006;
11. e) M. Driess, H. Grützmacher, Angew. Chem. Int. Ed. Engl. 1996, 35, 828-856;
12. f) N. Tokitoh, R. Okazaki, Coord. Chem. Rev. 2000, 210, 251-277;
13. g) S. M. Mansell, C. A. Russell, D. F. Wass, Inorg. Chem. 2008, 47, 11367-11375.
14. a) M. Haaf, T. A. Schmedake, R. West, Ace. Chem. Res. 2000, 33, 704-714;
15. b) N. J. Hill, R. West, J. Organomet. Chem. 2004, 689, 4165-4183;
16. c) Cheuk-Wai, H. W. Roesky, P. M. Gurubasavaraj, R. B. Oswald, M. T. Gamer, P. G. Jones, S. Blaurock, J. Am. Chem. Soc. 2007, 129, 12049-12054;
17. d) P. Jutzi, K Leszczynska, B. Neumann, W. W. Schoeller, H. G. Stammler, Angew. Chem. 2009, 121, 1-5;
18. e) M. Driess, S. Yao, M. Brym, C. van Wüllen, D. Lentz, J. Am. Chem. Soc. 2006, 128, 9628-9629;
19. f) M. Kira, S. Ishida, T. Iwamoto, C. Kabuto, J. Am. Chem. Soc. 1999, 121, 9722-9723;
20. g) J. Heinicke, A. Oprea, M. K. Kindermann, T. Karpati, L. Nyulaszi, T. Veszpremi, Chem. Eur. J. 1998, 4, 541-545;
21. h) H. H. Karsch, U. Keller, S. Gamper, G. Müller, Angew. Chem. Int. Ed. Engl. 1990, 29, 295-296;
22. Angew. Chem. 1990, 107, 297-298.
23. a) U. Klabunde, E. O. Fischer, J. Am. Chem. Soc. 1967, 89, 7141-7142;
24. b) R. R. Schrock, J. Am. Chem. Soc. 1974, 96, 6796-6797.
25. G. Schmid, E. Welz, Angew. Chem. Int. Ed. Engl. 1977, 16, 785-786;
26. Angew. Chem. 1977, 89, 823-824.
27. C. Zybill, G. Müller, Angew. Chem. Int. Ed. Engl. 1987, 26, 669-670;
28. Angew. Chem. 1987, 99, 683-684.
29. T. A. Schmedake, M. Haaf, B. J. Paradise, A. J. Millevolte, D. R. Powell, R. West, J. Organomet. Chem. 2001, 636, 17-25.
30. a) R. Waterman, P. G. Hayes, T. Don Tilley, Acc. Chem. Res. 2007, 40, 712-719;
31. b) M. Okazaki, H. Tobita, H. Ogino, Dalton Trans. 2003, 493-506.
32. P. G. Hayes, C. Beddie, M. B. Hall, R. Waterman, T. D. Tilley, J. Am. Chem. Soc. 2006, 128, 428-429.
33. T. Watanabe, H. Hashimoto, H. Tobita, Angew. Chem. Int. Ed. 2004, 43, 218-221;
34. Angew. Chem. 2004, 116, 220-223.
35. M. Hirotsu, T. Nunokawa, K. Ueno, Organometallics 2006, 25, 1554-1556.
36. H. Yoo, P. J. Carroll, D. H. Berry, J. Am. Chem. Soc. 2006, 128, 6038-6039.
37. M. Auburn, M. Ciriano, J. A. K. Howard, M. Murray, N. J. Pugh, J. L. Spencer, F. G. A. Stone, P. Woodward, J. Chem. Soc., Dalton Trans. 1980, 659-666.
38. K. A. Brittingham, T. N. Gallaher, S. Schreiner, Organometallics 1995, 14, 1070-1072.
39. a) A. Gadek, A. Kochel, T. Szymanska-Buzar, Organometallics 2003, 22, 4869-4872;
40. b) A. Gadek, A. Kochel, T. SzymanskaBuzar, J. Organomet. Chem. 2007, 692, 3765-3777;
41. c) B. Adrjan, T. Szymanska-Buzar, 17094 J. Organomet. Chem. 2008, 693, 2163-2170;
42. d) N. B. Bespalova, M. A. Bovina, A. V Popov, J. C. Mol, J. Organomet. Chem. 2000, 160, 157-164.
43. J. Braddock-Wilking, J. Y. Corey, L. M. French, E. Choi, V J. Speedie, M. F. Rutherford, S. Yao, H. Xu, N. P. Rath, Organometallics 2006, 25, 3974-3988.
44. R. J. P. Corriu, B. P. S. Chauhan, G. F. Lanneau, Organometallics 1995, 14, 1646-1656.
45. B. P. S. Chauhan, R. J. P. Corriu, G. F. Lanneau, C. Priou, N. Auner, H. Handwerker, E. Herdtweck, Organometallics 1995, 14, 1657-1666.
46. M. Okazaki, E. Suzuki, N. Miyajima, H. Tobita, H. Ogino, Organometallics 2003, 22, 4633-4635.
47. M. D. Butts, J. C. Bryan, X. L. Luo, G. J. Kubas, Inorg. Chem. 1997, 36, 3341-3353.
48. U. Schubert, Adv. Organomet. Chem. 1990, 30, 151-187.
49. D. L. Lichtenberger, A. Raichaudhuri, J. Am. Chem. Soc. 1990, 112, 2492-2497.
50. X. L. Luo, G. J. Kubas, J. C. Bryan, C. J. Burns, C. J. Unkefer, J. Am. Chem. Soc. 1994, 116, 10312-10313.
51. E. Spaltenstein, P. Palma, K. A. Kreutzer, C. A. Willoughby, W. M. Davis, S. L. Buchwald, J. Am. Chem. Soc. 1994, 116, 10308-10309.
52. S. R. Dubberley, S. K. Ignatov, N. H. Rees, A. G. Razuvaev, P. Mountford, G. I. Nikonov, J. Am. Chem. Soc. 2003, 125, 642-643.
53. G. I. Nikonov, P. Mountford, S. R. Dubberley, Inorg. Chem. 2003, 42, 258-260.
54. W. Scherer, G. Eickerling, M. Tafipolsky, G. S. McGrady, P. Sirsch, N. P. Chatterton, Chem. Commun. 2006, 2986-2988.
55. S. L. Matthews, V Pons, D. M. Heinekey, Inorg. Chem. 2006, 45, 6453-6459.
56. a) R. C. Boyle, D. Pool, H. Jacobsen, M. J. Fink, J. Am. Chem. Soc. 2006, 128, 9054-9055;
57. b) J. Yang, P. S. White, C. K. Schauer, M. Brookhart, Angew. Chem. Int. Ed. 2008, 47, 4141-4143;
58. c) H. Sakaba, T. Hirata, C. Kabuto, K. Kabuto, 17094 J. Organomet. Chem. 2007, 692, 402-407;
59. d) V Montiel-Palma, M. A. Munoz-Hernandez, T. Ayed, J.-C. Berthelat, M. Grellier, L. Vendier, S. Sabo-Etienne, Chem. Commun. 2007, 3963-3965
60. e) D. Chen, J. Guo, S. Xu, H. Song, B. Wang, Organometallics 2007, 26, 4212-4219
61. f) M. Tanabe, D. Ito, K Osakada, Órganometallics 2007, 26, 459-462
62. g) M. D. Spencer, Q. D. Shelby, G. S. Girolami, J. Am. Chem. Soc. 2007, 129, 1860-1861
63. h) R. Begum, T. Komuro, H. Tobita, Chem. Lett. 2007, 36, 650-651;
64. i) H. Sakaba, T. Hirata, C. Kabuto, K. Kabuto, Organometallics 2006, 25, 5145-5150
65. j) S. Lachaize, S. Sabo-Etienne, Eur. J. Inorg. Chem. 2006, 2115-2127
66. k) R. Goikhman, D. Milstein, Chem. Eur. J. 2005, 11, 2983-2988
67. K. K. Pandey, M. Lein, G. Frenking, Organometallics 2004, 23, 2944-2948
68. m) J. Corey, J. Braddock-Wilking, Chem. Rev. 1999, 99, 175-292.
69. J. J. Schneider, Angew. Chem. Int. Ed. Engl. 1996, 35, 1068-1075
70. Angew. Chem. 1996, 108, 1132-1139.
71. A. D. Sadow, T. D. Tilley, Organometallics 2003, 22, 3577-3585.
72. T. Müller, Adv. Organomet. Chem. 2005, 53, 155-215.
73. K. Dannappel, M. Schürmann, B. Costisella, K. Jurkschat, Organometallics 2005, 24, 1031-1034.
74. K. Peveling, K. Dannappel, M. Schürmann, B. Costisella, K. Jurkschat, Organometallics 2006, 25, 368-374.
75. M. Mehring, I. Vrasidas, D. Horn, M. Schürmann, K. Jurkschat, Organometallics 2001, 20, 4647-4653.
76. K. Peveling, M. Schürmann, K. Jurkschat, Z. Anorg. Allg. Chem. 2002, 628, 2435-2442.
77. a) M. Mehring, C. Low, M. Schürmann, F. Uhlig, K. Jurkschat, B. Mahieu, Organometallics 2000, 19, 4613-4623
78. b) K. Jurkschat, K. Peveling, M. Schürmann, Eur. J. Inorg. Chem. 2003, 3563-3571
79. c) V Deaky, M. Schürmann, K. Jurkschat, Z. Anorg. Allg. Chem. 2009, in press
80. d) A. Selina, M. Schürmann, K. Jurkschat, unpublished results
81. e) M. Henn, PhD Thesis, TU Dortmund, 2004
82. f) S. Krabbe, Diploma Thesis, TU Dortmund, 2007
83. g) K. Dorogov, M. Schürmann, K. Jurkschat, unpublished results.
84. K. Jurkschat, 11th International Conference on the Coordination and Organometallic Chemistry of Germanium, Tin, and Lead, ICCOC-GTL-11, Santa Fe, New Mexico, USA, Book of Abstracts 054, 27 June-2 July, 2004.
85. S. C. Kao, M. Y. Darensbourg, W. Schenk, Organometallics 1984, 3, 871-876.
86. R. Bau, R. G. Teller, S. W. Kirtley, T. F. Koetzle, Acc. Chem. Res. 1979, 12, 176-183.
87. K. Peveling, M. Schürmann, R. Ludwig, K. Jurkschat, Organometallics 2001, 20, 4654-4663.
88. U. Schubert, J. Müller, H. G. Alt, Organometallics 1987, 6, 469-472.
89. U. Kolb, M. Dräger, B. Jousseaume, Organometallics 1991, 10, 2737-2742.
90. U. Kolb, M. Beuter, M. Gerner, M. Dräger, Organometallics 1994, 13, 4413-4425.
91. U. Kolb, M. Beuter, M. Dräger, Inorg. Chem. 1994, 33, 4522-4530.
92. F. H. Allen, Acta Crystallogr., Sect. B 2002, 58, 380-388.
93. J. van de Streek, Acta Crystallogr., Sect. B 2006, 62, 567-579.
94. B. V Mork, T. D. Tilley, J. Am. Chem. Soc. 2001, 123, 9702-9703.
95. K. Ueno, S. Asami, N. Watanabe, H. Ogino, Organometallics 2002, 21, 1326-1328.
96. S. Smolinski, M. Balazy, H. Iwamura, T. Sugawara, Y. Kawada, M. Iwamura, Bull. Chem. Soc. Jpn. 1982, 55, 1106-1111.
97. A. Gadek, A. Kochel, T. Szymanska-Buzar, J. Organomet. Chem. 2005, 690, 685-690.
98. K. Dannappel, PhD Thesis, TU Dortmund, 2007.
99. G. M. Sheldrick, Acta Crystallogr., Sect. A 1990, 46, 461-1413
100. G. M. Sheldrick, SHELXL, University of Göttingen, Göttingen, Germany, 1997.
101. G. M. Sheldrick, International Tables for X-ray Crystallography, Kluwer Academic: Dordrecht,The Netherlands, 1992.
102. G. M. Sheldrick, SHELXTL Release 5.1, Software Reference Manual, Bruker AXS: Madison, WI, 1997.