[Cp2tiiii(ncy)2c-tiiiicp 2]: A transient titanocene carbene complex?

Angewandte Chemie - International Edition

Volumn 49, Issue 48, 2010, Pages 9282-9285

  Theilmann, Oliver ^a   Ruhmann, Martin ^a   Villinger, Alexander ^a   Schulz, Axel ^a   Seidel, Wolfram W ^a   Kaleta, Katharina ^a   Beweries, Torsten ^a   Arndt, Perdita ^a   Rosenthal, Uwe ^a  

^a UNIVERSITY OF ROSTOCK   (Germany)

Author keywords

biradicals; carbenes; heterocycles; structure elucidation; titanocenes

Indexed keywords

BIRADICALS; CARBENES; HETEROCYCLES; STRUCTURE ELUCIDATION; TITANOCENES;

CARBON INORGANIC COMPOUNDS; SILICON CARBIDE; TITANIUM COMPOUNDS;

ORGANIC COMPOUNDS;

EID: 78649530420     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201004145     Document Type: Article

References (51)

1. U. Rosenthal, V. V. Burlakov, M. A. Bach, T. Beweries, Chem. Soc. Rev. 2007, 36, 719-728
2. U. Rosenthal, in Acetylene Chemistry-Chemistry, Biology, and Material Science (Eds.:, F. Diederich, P. Stang, R. R. Tykwinski,), Wiley-VCH, Weinheim, 2004, pp. 139-171
3. N. Suzuki, D. Hashizume, Coord. Chem. Rev. 2010, 254, 1307-1326.
4. U. Rosenthal, V. V. Burlakov, P. Arndt, W. Baumann, A. Spannenberg, Organometallics 2003, 22, 884-900
5. J. Ugolotti, G. Dierker, G. Kehr, R. Fröhlich, S. Grimme, G. Erker, Angew. Chem. 2008, 120, 2662-2665
6. Angew. Chem. Int. Ed. 2008, 47, 2622-2625
7. N. Suzuki, D. Hashizume, H. Koshino, T. Chihara, Angew. Chem. 2008, 120, 5276-5280; Angew. Chem. Int. Ed. 2008, 47, 5198- 5202
8. Angew. Chem. Int. Ed. 2008, 47, 5198-5202
9. J. Ugolotti, G. Kehr, R. Fröhlich, S. Grimme, G. Erker, J. Am. Chem. Soc. 2009, 131, 1996-2007
10. U. Rosenthal, V. V. Burlakov, P. Arndt, A. Spannenberg, U. Jäger-Fiedler, M. Klahn, M. Hapke, in Activating Unreactive Substrates (Eds.:, C. Bolm, E. Hahn,), Wiley-VCH, Weinheim, 2009, pp. 165-182, and references therein.
11. A. von Baeyer, Ber. Dtsch. Chem. Ges. 1885, 18, 2269-2281
12. A. Krebs, J. Wilke, Top. Curr. Chem. 1983, 109, 189-233
13. R. Gleiter, R. R. Merger, in Modern Acetylene Chemistry (Eds.:, P. J. Stang, F. Diederich,), Wiley-VCH, Weinheim, 1995, pp. 284-319
14. W. M. Jones, J. Klosin, Adv. Organomet. Chem. 1998, 42, 147-221
15. R. P. Johnson, Chem. Rev. 1989, 89, 1111-1124
16. K. J. Daoust, S. M. Hernandez, K. M. Konrad, I. D. Mackie, J. Winstanley, R. P. Johnson, J. Org. Chem. 2006, 71, 5708-5714.
17. A. Krebs, H. Kimling, Angew. Chem. 1971, 83, 540-541
18. Angew. Chem. Int. Ed. Engl. 1971, 10, 509-510
19. W. Ando, F. Hojo, S. Sekigawa, N. Nakayama, T. Shimizu, Organometallics 1992, 11, 1009-1011.
20. L. G. McCullough, R. R. Schrock, J. C. Dewan, J. C. Murdzek, J. Am. Chem. Soc. 1985, 107, 5987-5998
21. L. G. McCullough, M. L. Listemann, R. R. Schrock, M. R. Churchill, J. W. Ziller, J. Am. Chem. Soc. 1983, 105, 6729-6730.
22. A similar structural motif is found in
23. 3], see, H. Brunner, W. Meier, J. Wachter, I. Bernal, E. Raabe, J. Organomet. Chem. 1989, 362, 95-103
24. 2):, S. P. Green, C. Jones, A. Stasch, Science 2007, 318, 1754-1757.
25. R. Blom, K. Rypdal, M. Mena, P. Royo, R. Serrano, J. Organomet. Chem. 1990, 391, 47-51.
26. J. Pinkas, L. Lukesova, R. Gyepes, I. Cisarova, P. Lönnecke, J. Kubista, M. Horacek, K. Mach, Organometallics 2007, 26, 3100-3110.
27. A. F. Holleman, E. Wiberg, Lehrbuch der Anorganischen Chemie, 102. Aufl., Walter de Gruyter, Berlin, 2007, Anhang IV.
28. In addition to these two examples, a few diamide complexes are known, however they are always obtained from deprotonation of the oxalic amidines: for example
29. T. Döhler, H. Görls, D. Walther, Chem. Commun. 2000, 945-946
30. M. Ruben, D. Walther, R. Knake, H. Görls, R. Beckert, Eur. J. Inorg. Chem. 2000, 1055-1060.
31. M. Deng, Y. Yao, Y. Zhang, Q. Shen, Chem. Commun. 2004, 2742-2743.
32. M. Pasquali, C. Floriani, A. Chiesi-Villa, C. Guastini, Inorg. Chem. 1981, 20, 349-355.
33. L. Lukeova, M. Horacek, P. Stepnicka, K. Fejfarova, R. Gyepes, I. Cisarová, J. Kubista, K. Mach, J. Organomet. Chem. 2002, 663, 134-144
34. E. Samuel, J. Hénique, J. Organomet. Chem. 1996, 512, 183-187.
35. A. J. Arduengo, R. L. Harlow, M. Kline, J. Am. Chem. Soc. 1991, 113, 361-363
36. A. J. Arduengo, Acc. Chem. Res. 1999, 32, 913-921
37. O. Schuster, L. Yang, H. G. Raubenheimer, M. Albrecht, Chem. Rev. 2009, 109, 3445-3478
38. E. Teuma, C. Lyon-Saunier, H. Gornitzka, G. Mignani, A. Baceiredo, G. Bertrand, J. Organomet. Chem. 2005, 690, 5541-5545
39. R. H. Crabtree, Coord. Chem. Rev. 2007, 251, 595
40. F. Glorius, Top. Organomet. Chem. 2007, 21, 1-20
41. N-Heterocyclic Carbenes in Synthesis, 1 st ed., (Ed.: S. P. Nolan,), Wiley-VCH, Weinheim, 2006
42. F. E. Hahn, M. C. Jahnke, Angew. Chem. 2008, 120, 3166-3216
43. Angew. Chem. Int. Ed. 2008, 47, 3122-3172.
44. J. Vignolle, X. Cattoen, D. Bourissou, Chem. Rev. 2009, 109, 3333-3384.
45. H.-W. Wanzlick, H. J. Schönherr, Angew. Chem. 1968, 80, 154
46. Angew. Chem. Int. Ed. Engl. 1968, 7, 141
47. K. Öfele, J. Organomet. Chem. 1968, 12, P 42 -P 43
48. D. J. Cardin, B. Cetinkaya, M. F. Lappert, L. Manojlovic-Muir, K. W. Muir, J. Chem. Soc. Chem. Commun. 1971, 400-401
49. F. E. Hahn, L. Wittenbecher, D. Le Van, R. Fröhlich, Angew. Chem. 2000, 112, 551-554
50. Angew. Chem. Int. Ed. 2000, 39, 541-544.
51. CCDC 795585 (1) and 795584 (2) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via.