C-C-bond formation in reactions of [(η5-C5H4SiMe3)2Ti(C≢CR1)2]CuR with acyl chlorides and anhydrides

Journal of Organometallic Chemistry

Volumn 625, Issue 2, 2001, Pages 140-147

  Frosch, W ^a   Back, S ^a   Lang, H ^a  

^a CHEMNITZ UNIVERSITY OF TECHNOLOGY   (Germany)

Author keywords

Acyl chlorides; Anhydrides; C C bond formation; Copper; Organometallic tweezer; Titanium

Indexed keywords

STAPHYLOCOCCUS PHAGE 3A;

EID: 0000358797     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0022-328X(00)00793-2     Document Type: Article

References (40)

1. For examples see: (a) R.J.K. Taylor, Organocopper Reagents, A Practical Approach, Oxford University Press, 1994.
2. (b) B.J. Hathaway, in: G. Wilkinson, R.D. Gillard, J.A. McCleverty (Eds.) Comprehensive Coord. Chem., 5, 1987, 534.
3. (c) G. van Koten, S.L. James, J.T.B.H. Jastrzebski, in: E.W. Abel, F.G.A. Stone, G. Wilkinson (Eds.), Comprehensive Organomet. Chem. II, 3, 1996, 57, Pergamon Press.
4. For example see: (a) W. Carruthers, in: E.W. Abel, F.G.A. Stone, G. Wilkinson (Eds.), Comprehensive Organomet. Chem., 7, 1982, 685, Pergamon Press.
5. (b) L.S. Hegedus, J. Organomet. Chem. 477 (1994) 269.
6. (c) E. Nakamura, M. Yamanaka, J. Am. Chem. Soc. 121 (1999) 8941.
7. (a) G.H. Posner, An Introduction to Synthesis Using Organocopper Reagents, Wiley, New York, 1980.
8. (b) P. Wipf, Synthesis (1993) 537.
9. (c) B.H. Lipshutz, in: M. Schlosser (Ed.), Organometallics in Synthesis, Wiley, New York, 1994.
10. (a) H. Lang, D.S.A. George, G. Rheinwald, Coord. Chem. Rev. 206-207 (2000) 101.
11. (b) H. Lang, G. Rheinwald, J. Prakt. Chem./Chemiker Zeitung 341 (1999) 1.
12. (c) H. Lang, W Frosch, , in: H. Werner, P. Schreier (Eds.), Selective Reactions of Metal-Activated Molecules, Vieweg-Verlag, 1998, 177.
13. (d) H. Lang, M. Weinmann, Synlett (1996) 1.
14. (e) H. Lang, K. Köhler, S. Blau, Coord. Chem. Rev. 143 (1995) 113.
15. (a) H. Lang, K. Köhler, L. Zsolnai, M Büchner, A. Driess, G Huttner, J Strähle, Organometallics 18 (1999) 598.
16. (b) M.D. Janssen, W.J.J. Smeets, A.L. Spek, D.M. Grove, H. Lang, G. van Koten, J. Organomet. Chem. 505 (1995) 123.
17. (c) M.D. Janssen, K. Köhler, M. Herres, A. Dedieu, W.J.J. Smeets, A.L. Spek, M.D. Grove, H. Lang, G. van Koten, J. Am. Chem. Soc. 118 (1996) 4817.
18. (d) M.D. Janssen, M. Herres, A. Dedieu, A.L. Spek, M.D. Grove, H. Lang, G. van Koten, J. Chem. Soc. Chem. Commun. (1995) 925.
19. Gilman H., Straley J.M. Recl. Trav. Chim. Pays-Bas. 55:1936;821.
20. J.A. Koslowski, in: B.M. Trost, I. Fleming (Eds.), Comprehensive Org. Synth., 4(1.4.), Pergamon Press, 1991, 169.
21. (a) M.D. Janssen, M. Herres, L. Zsolnai, M.D. Grove, H. Lang, G. van Koten, Organometallics 14 (1995) 1098.
22. (b) K. Köhler, H. Pritzkow, H. Lang, J. Organomet. Chem. 553 (1998) 31.
23. M.D. Janssen, M. Herres, L. Zsolnai, A.L. Spek, M.D. Grove, H. Lang, G. van Koten, Inorg. Chem. 35 (1996) 2476.
24. For a related compound see, e.g. U. Thewalt, T. Wöhrle, J. Organomet. Chem. 464 (1994) C17 and literature cited therein.
25. N. Mansilla, G. Rheinwald, H. Lang, Organometallics (2000) submitted.
26. Janssen M.D., Köhler K., Herres M., Dedieu A., Spek A.L., Grove D.M., Lang H., van Koten G. J. Am. Chem. Soc. 118:1996;4817.
27. K. Köhler, M.D. Janssen, M. Herres, L. Zsolnai, A.L. Spek, G. van Koten, H. Lang, Chem. Eur. J. (2000) submitted.
28. (a) K. Nakamoto, Infrared and Raman Spectra of Inorganic and Coordination Compounds, 3rd ed., Wiley Interscience, New York, 1977.
29. (b) K. Nakamoto, Infrared and Raman Spectra of Inorganic and Coordination Compounds, 5th ed., Vol. 2, Wiley Interscience, New York, 1997.
30. (c) H. Günzler, H.M. Heise, IR-Spektroskopie, VCH, Weinheim, 1996.
31. For influence of σ-donor strength in metal-hydrides see: (d) J. Chatt, L.A. Duncanson, B.L. Shaw, Chem. Ind. (1958) 859.
32. (e) M.J. Church, M.J. Mays, J. Chem. Soc. A (1968) 2275.
33. Lang H., Köhler K., Zsolnai L. Chem. Ber. 128:1995;525.
34. Hesse M., Meier H., Zeeh B. Spektroskopische Methoden der Organischen Chemie. 1991;Thieme, Stuttgart.
35. 1H FT NMR Data, Aldrich, 1993.
36. (b) M.W. Logue, G.L. Moore, J. Org. Chem. 40 (1975) 131.
37. K. Köhler, PhD Thesis, Heidelberg University, 1996.
38. Seltzer S., Stevens H.D. J. Org. Chem. 33:1968;2708.
39. (a) P.M. Druce, B.M. Kingston, M.F. Lappert, T.R. Spalding, R.C. Srivastava, J. Chem. Soc. A (1969) 2106.
40. (b) M.F. Lappert, C.J. Pickett, P.I. Riley, I.W. Yarrow, J. Chem. Soc., Dalton Trans. (1981) 805.