Synthesis and reactivity of 16-electron pentamethylcyclopentadienyl- ruthenium(II) complexes with bis(imidazolin-2-imine) ligands

European Journal of Inorganic Chemistry

Volumn , Issue 22, 2007, Pages 3472-3475

  Petrovic, Dejan ^a   Glöge, Thomas ^a   Bannenberg, Thomas ^a   Hrib, Cristian G ^a   Randoll, Sören ^a   Jones, Peter G ^a   Tamm, Matthias ^a  

^a TECHNICAL UNIVERSITY OF BRAUNSCHWEIG   (Germany)

Author keywords

16 electron complexes; Coordinative unsaturation; Cyclopentadienyl ligands; N ligands; Ruthenium

Indexed keywords

CHELATION; CHLORINE COMPOUNDS; CYANIDES; ELECTRONS; RUTHENIUM COMPOUNDS; STRETCHING; SYNTHESIS (CHEMICAL);

16-ELECTRON COMPLEX; COORDINATIVE UNSATURATIONS; CYCLOPENTADIENYL LIGANDS; ELECTRON COMPLEXES; IMIDAZOLIUM; IMINE LIGANDS; ISOCYANIDES; N LIGANDS; N-LIGANDS; PENTAMETHYLCYCLOPENTADIENYL;

LIGANDS;

EID: 34547816092     PISSN: 14341948     EISSN: 10990682     Source Type: Journal    
DOI: 10.1002/ejic.200700569     Document Type: Article

References (39)

1. C. A. Tolman, Chem. Soc. Rev. 1972, 1, 337-353.
2. a) R. Poli, Chem. Rev. 1996, 96, 2135-2204;
3. b) R. Poli, J. Organomet. Chem. 2004, 689, 4291-4304.
4. K. G. Caulton, New J. Chem. 1994, 18, 25-41.
5. T. J. Johnson, K. Folting, W. E. Streib, J. D. Martin, J. C. Huffman, S. A. Jackson, O. Eisenstein, K. G. Caulton, Inorg. Chem. 1995, 34, 488-499.
6. a) Y. Yamaguchi, H. Nagashima, Organometallics 2000, 19, 725-727;
7. b) H. Kondo, Y. Yamaguchi, H. Nagashima, Chem. Commun. 2000, 1075-1076;
8. c) H. Kondo, Y. Yamaguchi, H. Nagashima, J. Am. Chem. Soc. 2001, 123, 500-501;
9. d) H. Kondo, A. Kageyama, Y. Yamaguchi, M.-a. Haga, K. Kirchner, H. Nagashima, Bull. Chem. Soc. Jpn. 2001, 74, 1927-1937;
10. e) J.-i. Terasawa, H. Kondo, T. Matsumoto, K. Kirchner, Y. Motoyama, H. Nagashima, Organometallics 2005, 24, 2713-2721.
11. a) C. Gemel, K. Mereiter, R. Schmid, K. Kirchner, Organometallics 1997, 16, 5601-5603;
12. b) C. Gemel, V. N. Sapunov, K. Mereiter, M. Ferencic, R. Schmid, K. Kirchner, Inorg. Chim. Acta 1999, 286, 114-120;
13. c) C. Gemel, J. C. Huffman, K. G. Caulton, K. Mauthner, K. Kirchner, J. Organomet. Chem. 2000, 593-594, 342-353;
14. d) C. Gemel, A. LaPensée, K. Mauthner, K. Mereiter, R. Schmid, K. Kirchner, Monatsh. Chem. 1997, 128, 1189-1199.
15. a) M. Jiménez-Tenorio, K. Mereiter, M. C. Puerta, P. Valerga, J. Am. Chem. Soc. 2000, 122, 11230-11231;
16. b) H. Aneetha, M. Jiménez-Tenorio, M. C. Puerta, P. Valerga, V. N. Sapunov, R. Schmid, K. Kirchner, K. Mereiter, Organometallics 2002, 21, 5334-5346.
17. M. Tamm, D. Petrovic, S. Randoll, S. Beer, T. Bannenberg, P. G. Jones, J. Grunenberg, Org. Biomol. Chem. 2007, 5, 523-530.
18. For the synthesis of a related bidentate ligand with 1,3- dimethylimidazolin-2-imino groups, see: N. Kuhn, M. Grathwohl, M. Steinmann, G. Henkel, Z. Naturforsch., Teil B 1998, 53, 997-1003.
19. For the synthesis of a related tridentate pincer-type ligand with 1,3-di-tert-butylimidazolin-2-imino groups, see: D. Petrovic, T. Bannenberg, S. Randoll, P. G. Jones, M. Tamm, Dalton Trans. 2007, DOI: 10.1039/b703183a.
20. P. J. Fagan, M. D. Ward, J. C. Calabrese, J. Am. Chem. Soc. 1989, 111, 1698-1719.
21. S. Takemoto, S. Oshio, T. Shiromoto, H. Matsuzaka, Organometallics 2005, 24, 801-804.
22. J. March, Advanced Organic Chemistry, 4th ed., John Wiley & Sons, Inc., New York, 1992, p. 21.
23. a) Y. Takahashi, S. Hikichi, M. Akita, Y. Moro-oka, Organometallics 1999, 18, 2571-2573;
24. b) Q. Major, A. J. Lough, D. G. Gusev, Organometallics 2005, 24, 2492-2501.
25. a) M. J. Calhorda, Chem. Commun. 2000, 801-809;
26. b) L. Brammer, D. Zhao, F. T. Ladipo, J. Braddock-Wilking, Acta Crystallogr., Sect. B 1995, 51, 632-640.
27. G. R. Desiraju, T. Steiner, The Weak Hydrogen Bond, Oxford University Press, New York, 1999.
28. M. H. Wang, U. Englert, U. Koelle, J. Organomet. Chem. 1993, 453, 127-131.
29. Details of the electronic structure calculations and of the X-ray crystal structure determinations and presentations of the calculated molecular structures can be found in the Supporting Information. CCDC-646821 to -646825 contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.
30. The crystal of [2]Cl was not of high quality. The structure is noncentrosymmetric and contains four independent formula units, but a variety of programs failed to indicate any higher symmetry. All ethylene bridges fail to refine satisfactorily, which may indicate disorder problems. We are attempting to obtain a more reliable dataset, but the current data definitely establish that there is no coordination of chloride to ruthenium.
31. +) = 0 mV.
32. a) U. Koelle, J. Kossakowski, Inorg. Chim. Acta 1989, 164, 23;
33. b) B. de Klerk-Engels, F. Hartl, K. Vrieze, Inorg. Chim. Acta 1997, 254, 239-250.
34. M. D. Mbaye, B. Demerseman, J.-L. Renaud, C. Bruneau, J. Organomet. Chem. 2005, 690, 2149-2158.
35. G. G. A. Balavoine, T. Boyer, C. Livage, Organometallics 1992, 11, 456-459.
36. M. O. Albers, D. C. Liles, D. J. Robinson, E. Singleton, Organometallics 1987, 6, 2179-2189.
37. M. Ito, M. Hirakawa, A. Osaku, T. Ikariya, Organometallics 2003, 22, 4190-4192.
38. a) H. Brunner, J. Klankermayer, M. Zabel, Organometallics 2002, 21, 5746-5756;
39. b) C. M. Standfest-Hauser, K. Mereiter, R. Schmid, K. Kirchner, Eur. J. Inorg. Chem. 2003, 1883-1892.