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1-Methylimidazol-2-yl-functionalized cyclopentadienyl titanium and zirconium complexes. Crystal structure of [η 51-C5H4CPh2CH2-(1-MeC3H2N2)]TiCl3

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Abstract

The new side-chain functionalized cyclopentadienyl ligand LiC5H4CPh2CH2R (R is 1-methylimidazol-2-yl) as lithium salt 2, the trimethylsilyl derivative Me3SiC5H4CPh2CH2R (3), and the ligand in the CH form (4) were prepared starting from 6,6-diphenylfulvene and 1,2-dimethylimidazole lithiated at the 2-Me group (1) and then characterized. The half-sandwich complexes (η51-C5H4CPh2CH2R)TiCl3 (5) and (η51-C5H4CPh2CH2R)ZrCl3 (6) were synthesized. The molecular structure of complex 5 was established by X-ray diffraction. Complexes 5 and 6 exhibit dynamic behavior in solution associated with degenerate interconversion of the pseudo-six-membered metallacycle. For titanium complex 5 in a solvating solvent, a dynamic process due to intramolecular dissociation—coordination of the imidazole fragment was observed.

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References

  1. P. Jutzi and U. Siemeling, J. Organomet. Chem., 1995, 500, 175.

    Article  CAS  Google Scholar 

  2. P. Jutzi and T. Redeker, Eur. J. Inorg. Chem., 1998, 663.

  3. C. Müller, D. Vos, and P. Jutzi, J. Organomet. Chem., 2000, 600, 127.

    Article  Google Scholar 

  4. Y. Qian, J. Huang, M. D. Bala, B. Lian, H. Zhang, and H. Zhang, Chem. Rev., 2003, 103, 2633.

    Article  CAS  Google Scholar 

  5. P. B. Hitchcock, G. L. Jeffery, and M. Togrou, J. Organomet. Chem., 2003, 669, 101.

    Article  CAS  Google Scholar 

  6. V. V. Kotov, R. Fröhlich, G. Kehr, and G. Erker, J. Organomet. Chem., 2003, 676, 1.

    Article  CAS  Google Scholar 

  7. S. Döring, V. V. Kotov, G. Erker, G. Kehr, K. Bergander, O. Kataeva, and R. Fröhlich, Eur. J. Inorg. Chem., 2003, 1599.

  8. M. Enders, P. Fernandez, S. Mihan, and H. Pritzkow, J. Organomet. Chem., 2003, 687, 125.

    Article  CAS  Google Scholar 

  9. G. Paolucci, M. Vignola, L. Coletta, B. Pitteri, and F. Benetollo, J. Organomet. Chem., 2003, 687, 161.

    Article  CAS  Google Scholar 

  10. S. Venne-Dunker, G. Kehr, R. Fröhlich, and G. Erker, Organometallics, 2003, 22, 948.

    Article  CAS  Google Scholar 

  11. G. Erker, G. Kehr, and R. Fröhlich, J. Organomet. Chem., 2004, 689, 1402.

    Article  CAS  Google Scholar 

  12. D. P. Krut’ko, M. V. Borzov, R. S. Kirsanov, M. Yu. Antipin, and A. V. Churakov, J. Organomet. Chem., 2004, 689, 595.

    Article  CAS  Google Scholar 

  13. S. Knuppel, C. Wang, G. Kehr, R. Fröhlich, and G. Erker, J. Organomet. Chem., 2005, 690, 14.

    Article  Google Scholar 

  14. M. A. Esteruelas, A. M. Lopez, A. C. Mateo, and E. Onate, Organometallics, 2005, 24, 5084.

    Article  CAS  Google Scholar 

  15. M. Blais, J. C. W. Chien, and M. D. Rausch, Organometallics, 1998, 17, 3775.

    Article  CAS  Google Scholar 

  16. C. Qian, J. Guo, C. Ye, J. Sun, and P. Zeng, J. Chem. Soc., Dalton Trans., 1993, 3441.

  17. Z. Ziniuk, I. Goldberg, and M. Kol, J. Organomet. Chem., 1997, 545–546, 441.

    Article  Google Scholar 

  18. T. Dreier, R. Fröhlich, and G. Erker, J. Organomet. Chem., 2001, 621, 197.

    Article  CAS  Google Scholar 

  19. M. Enders, R. Rudolph, and H. Pritzkow, Chem. Ber., 1996, 129, 459.

    CAS  Google Scholar 

  20. M. Enders, R. Rudolph, and H. Pritzkow, J. Organomet. Chem., 1997, 549, 251.

    Article  CAS  Google Scholar 

  21. T. J. Clark, T. A. Nile, D. McPhail, and A. McPhail, Polyhedron, 1989, 8, 1804.

    Article  CAS  Google Scholar 

  22. Y. Qian, J. Guo, J. Huang, and Q. Yang, Polyhedron, 1997, 16, 195.

    Article  CAS  Google Scholar 

  23. G. Paolucci, G. Pojana, J. Zanon, V. Lucchini, and E. Avtomonov, Organometallics, 1997, 16, 5312.

    Article  CAS  Google Scholar 

  24. J. W. Pattiasina, F. van Bolhuis, and J. H. Teuben, Angew. Chem., 1987, 99, 342.

    CAS  Google Scholar 

  25. D. Rottger, G. Erker, R. Fröhlich, and S. Kapira, J. Organomet. Chem., 1996, 518, 17.

    Article  Google Scholar 

  26. D. Vagedes, G. Erker, and R. Fröhlich, J. Organomet. Chem., 2002, 641, 148.

    Article  CAS  Google Scholar 

  27. T. Ishiyama, T. Mizuta, K. Miyoshi, and H. Nakazawa, Organometallics, 2003, 22, 1096.

    Article  CAS  Google Scholar 

  28. S. P. Downing and A. A. Danopoulos, Organometallics, 2006, 25, 1337.

    Article  CAS  Google Scholar 

  29. D. P. Krut’ko, M. V. Borzov, E. N. Veksler, A. V. Churakov, and K. Mach, Polyhedron, 2003, 22, 2885.

    Article  CAS  Google Scholar 

  30. D. P. Krut’ko, M. V. Borzov, E. N. Veksler, and A. V. Churakov, Izv. Akad. Nauk, Ser. Khim., 2005, 116 [Russ. Chem. Bull., Int. Ed., 2005, 54, 117 (Engl. Transl.)].

    Google Scholar 

  31. F. H. Allen, Acta Crystallogr., Sect. B, 2002, B58, 380.

    Article  CAS  Google Scholar 

  32. D. P. Krut’ko, M. V. Borzov, V. S. Petrosyan, L. G. Kuz’mina, and A. V. Churakov, Izv. Akad. Nauk, Ser. Khim., 1996, 984 [Russ. Chem. Bull., 1996, 45, 940 (Engl. Transl.)].

    Google Scholar 

  33. D. M. Roitershtein, D. P. Krut’ko, E. N. Veksler, D. A. Lemenovskii, W. Nie, and C. Qian, Izv. Akad. Nauk, Ser. Khim., 2001, 1234 [Russ. Chem. Bull., Int. Ed., 2001, 50, 1295].

    Google Scholar 

  34. J. L. Kice and F. M. Parham, J. Am. Chem. Soc., 1958, 80, 3792.

    Article  CAS  Google Scholar 

  35. G. M. Sheldrick, SADABS, University of Göttingen, Göttingen (Germany), 1997.

    Google Scholar 

  36. G. M. Sheldrick, Acta Crystallogr., Sect. A, 1990, A46, 467.

    Article  CAS  Google Scholar 

  37. G. M. Sheldrick, SHELXL-97, University of Göttingen, Göttingen (Germany), 1997.

    Google Scholar 

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 1518–1524, September, 2006.

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Krut’ko, D.P., Borzov, M.V., Liao, L.Y. et al. 1-Methylimidazol-2-yl-functionalized cyclopentadienyl titanium and zirconium complexes. Crystal structure of [η 51-C5H4CPh2CH2-(1-MeC3H2N2)]TiCl3 . Russ Chem Bull 55, 1574–1580 (2006). https://doi.org/10.1007/s11172-006-0456-z

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  • DOI: https://doi.org/10.1007/s11172-006-0456-z

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