DIBAH-mediated amide/hydride transformation in ansa-lanthanidocene(III) complexes

Angewandte Chemie - International Edition

Volumn 42, Issue 5, 2003, Pages 574-577

  Klimpel, Michael G ^a   Sirsch, Peter ^b   Scherer, Wolfgang ^b   Anwander, Reiner ^a  

^a TECHNICAL UNIVERSITY OF MUNICH   (Germany)

^b UNIVERSITY OF AUGSBURG   (Germany)

Author keywords

BIBAH; Holmium; Hydrides; Metallocenes; Silylamide; Yttrium

Indexed keywords

AROMATIC COMPOUNDS; DIMERS; LANTHANUM COMPOUNDS; MOLECULAR STRUCTURE;

HYDRIDE TRANSFORMATIONS;

HYDRIDES;

AMIDE; LANTHANIDE;

ANALYTIC METHOD; ARTICLE; COMPLEX FORMATION; DATA ANALYSIS; DECOMPOSITION; DERIVATIZATION; DRUG TRANSFORMATION; POLYMERIZATION; THERMODYNAMICS;

EID: 0242432425     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200390165     Document Type: Article

References (44)

1. a) F. T. Edelmann, Top. Curr. Chem. 1996, 179, 247;
2. b) R. Anwander in Applied Homogeneous Catalysis with Organometallic Compounds (Eds.: B. Cornils, W.A. Herrmann), Wiley-VCH, Weinheim, 2002, pp. 974;
3. c) H. Yasuda, Top. Organomet. Chem. 1999, 2, 255.
4. a) G. Jeske, H. Lauke, H. Mauermann, P. N. Swepston, H. Schumann, T. J. Marks, J. Am. Chem. Soc. 1985, 107, 8091;
5. b) G. Jeske, L. E. Schock, P. N. Swepston, H. Schumann, T. J. Marks, J. Am. Chem. Soc. 1985, 107, 8103.
6. a) G, Desurmont, Y. Li, H. Yasuda, T. Maruo, N. Kanehisa, Y. Kai, Organometallics 2000, 19, 1811;
7. b) G. Desurmont, T. Tokimitsu, H. Yasuda, Macromolecules 2000, 33, 7679.
8. M. A. Giardello, V. P. Conticello, L, Brard, M. R, Gagne, T. J. Marks, J. Am. Chem. Soc. 1994, 116, 10241.
9. P.-F. Fu, L. Brard, Y. Li, T. J. Marks, J. Am. Chem. Soc. 1995, 117, 7157.
10. W. J. Evans, J. H. Meadows, A. L. Wayda, W. E. Hunter, J. L. Atwood, J. Am. Chem. Soc. 1982, 104, 2008.
11. W. J. Evans, J. H. Meadows, A. L. Wayda, W. E. Hunter, J. L. Atwood, J. Am. Chem. Soc. 1982, 104, 2015.
12. A. Z. Voskoboynikov, I. N. Parshina, A. K. Shestakova, K. P. Butin, I. P. Beletskaya, L. G. Kuz'mina, J. A. K. Howard, Organometallics 1997, 16, 4041.
13. H. Schumann, W. Genthe, J. Organomet. Chem. 1981, 213, C7.
14. G. L. Soloveichik, S. Y. Knyazhanskii, B. M. Bulychev, V. K. Bel'skii, Organomet. Chem. USSR 1992, 5, 73, and references therein.
15. G. L. Soloveichik, New J. Chem. 1995, 19, 597, and references therein.
16. R. Anwander, Top. Organomet. Chem. 1999, 2, 1.
17. J. Eppinger, M. Spiegler, W. Hieringer, W. A. Herrmann, R. Anwander, J. Am. Chem. Soc. 2000, 122, 3080.
18. J. J. Eisch in Comprehensive Organometallic Chemistry II, Vol. 11 (Eds.: G. Wilkinson, F. G. A. Stone, E. W. Abel), Pergamon, Oxford, 1995, chap. 6.
19. W. P. Neumann, H. Niermann, Justus Liebigs Ann. Chem. 1962, 653, 164.
20. a) R. Anwander, O. Runte, J. Eppinger, G. Gerstberger, M. Spiegler, E. Herdtweck, J. Chem. Soc. Dalton Trans. 1998, 847;
21. b) M. G. Klimpel, R. Anwander, M. Tafipolsky, W. Scherer, Organometallics 2001, 20, 3983.
22. J. M. Boncella, R. A. Andersen, Organometallics 1985, 4, 205.
23. a) L. J. Guggenberger, F. N. Tebbe, J. Am. Chem. Soc. 1973, 95, 7870;
24. b) R. B. Waymouth, B. D. Santarsiero, R. J. Coots, M. J. Bronikowski, M. J. Grubbs, J. Am. Chem. Soc. 1996, 118, 1427;
25. c) R. H. Siedle, R. A. Newmark, J. N. Schroepfer, P. A. Lyon, Organometallics 1991, 10, 400.
26. S. P. Nolan, D. Stern, T. J. Marks, J. Am. Chem. Soc. 1989, 111, 7844.
27. M. G. Klimpel, H. W. Görlitzer, M. Tafipolsky, W. Scherer, M. Spiegler, R. Anwander, J. Organomet. Chem. 2002, 647, 236.
28. W. J. Evans, J. T. Leman, R. D. Clark, J. W. Ziller, Main Group Chem. 2000, 23, 163.
29. 3, which is often employed as a latent hydride source, does not form a lanthanide-bonded hydride ligand and isobutene by β-H-elimination: M. G. Klimpel, J. Eppinger, P. Sirsch, W. Scherer, R. Anwander, Organometallics 2002, 21, 4021.
30. E. B. Coughlin, L. M. Henling, J. E. Bercaw, Inorg. Chim. Acta 1996, 242, 205.
31. [3]
32. 1H coupling constants (23.8-35.3 Hz) of dimeric yttrium hydrido complexes is presented in: K. C. Hultzsch, P. Voth, K. Beckerle, T. P. Spaniol, J. Okuda, Organometallics 2000, 19, 228.
33. -3 for Z = 2. Data were collected at 193 K on a Nonius Kappa-CCD system. The structure was solved by Patterson methods, and least-square refinement of the model based on 3682 reflections (1 > 2.0σ) converged to a final R1 = 4.0 % (wR2 = 8.1%). Except H(1), all hydrogen atoms were placed in calculated positions. H(1) was located in difference Fourier maps and refined with isotropic thermal parameters. CCDC-188842 (4a) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge via www.ccdc.cam.ac.uk/conts/retrieving.html (or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB21EZ, UK; fax: (+44) 1223-336-033; or deposit@ccdc.cam.ac.uk).
34. a) N. Höck, W. Oroschin, G. Paolucci, R. D. Fischer, Angew. Chem. 1986, 98, 748; Angew. Chem. Int. Ed. Engl. 1986, 25, 738;
35. a) N. Höck, W. Oroschin, G. Paolucci, R. D. Fischer, Angew. Chem. 1986, 98, 748; Angew. Chem. Int. Ed. Engl. 1986, 25, 738;
36. b) K. Qiao, R. D. Fischer, G. Paolucci, J. Organomet. Chem. 1993, 456, 185.
37. W. J. Evans, D. K. Drummond, T. P. Hanusa, R. J. Doedens, Organometallics 1987, 6, 2279.
38. W. P. Kretschmer, S. I. Troyanov, A. Meetsma, B. Hessen, J. H. Teuben, Organometallics 1998, 17, 284.
39. a) K. C. Hultzsch, T. P. Spaniol, J. Okuda, Angew. Chem. 1999, 111, 163; Angew. Chem. Int. Ed. 1999, 38, 227;
40. a) K. C. Hultzsch, T. P. Spaniol, J. Okuda, Angew. Chem. 1999, 111, 163; Angew. Chem. Int. Ed. 1999, 38, 227;
41. b) S. Arndt, P. Voth, T. P. Spaniol, J. Okuda, Organometallics 2000, 19, 4690.
42. R. Duchateau, C. T. van Wee, A. Meetsma, P. T. van Duijnen, J. H. Teuben, Organometallics 1996, 15, 2279.
43. T. I. Gountchev, T. D. Tilley, Organometallics 1999, 18, 2896.
44. J. P. Mitchell, S. Hajela, S. K. Brookhart, K. I. Hardcastle, L. M. Henling, J. E. Bercaw, J. Am. Chem. Soc. 1996, 118, 1045.