Novel decomplexation method for alkyne-Co2(CO)6 complexes

Journal of Organometallic Chemistry

Volumn 554, Issue 2, 1998, Pages 163-166

  Sugihara, Takumichi ^a   Ban, Hitoshi ^a   Yamaguchi, Masahiko ^a  

^a TOHOKU UNIVERSITY   (Japan)

Author keywords

Alkyne complexes; Carbonyl complexes; Cobalt; Decomplexation; Ethylenediamine

Indexed keywords

EID: 0000554157     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0022-328X(97)00679-7     Document Type: Article

References (25)

1. For recent reviews, see, (a) S.G. Davis, in: Organotransition Metal Chemistry: Applications to Organic Synthesis, Pergamon, Oxford, 1986, pp. 86-90.
2. (b) H. Kunz, H. Waldmann, in: E.W. Abel, F.G. Stone, G. Wilkinson (Eds.), Comprehensive Organometallic Chemistry II, vol. 6, Elsevier, New York, 1995, pp. 692-693.
3. For recent reviews, see, (a) K.M. Nicholas, Acc. Chem. Res. 20 (1987) 207.
4. (b) A.J.M. Caffyn, K.M. Nicholas, in: E.W. Abel, F.G. Stone, G. Wilkinson (Eds.), Comprehensive Organometallic Chemistry II, vol. 12, Elsevier, New York, 1995, pp. 685-702.
5. For recent reviews, see, (a) P.L. Pauson, in: A. de Meijere, H. tom Dieck (Eds.), Organometallics in Organic Synthesis, Springer-Verlag, Berlin, 1987, pp. 233-246.
6. (b) N.E. Shore, Chem. Rev. 88 (1988) 1081.
7. (c) N.E. Shore, in: L.A. Paquette (Ed.), Organic Reactions, vol. 40, Wiley, New York, 1991, pp. 1-90.
8. (d) N.E. Shore, in: B.M. Trost, I. Fleming (Eds.), Comprehensive Organic Synthesis, vol. 5, Pergamon, Oxford, 1991, pp. 1037-1064.
9. (e) N.E. Shore, in: E.W. Abel, F.G. Stone, G. Wilkinson (Eds.), Comprehensive Organometallic Chemistry II, vol. 12, Elsevier, New York, 1995, pp. 703-739.
10. Nicholas K.M., Pettit R. Tetrahedron Lett. 12:1971;3475.
11. (a) D. Seyferth, M.O. Nestle, A.T. Wehman, J. Am. Chem. Soc. 97 (1975) 7417.
12. (b) C. Descoins, D. Samain, Tetrahedron Lett. 17 (1976) 745.
13. (c) J.E. O'Boyle, K.M. Nicholas, Tetrahedron Lett. 21 (1980) 1595.
14. (d) K.M. Nicholas, M. Mulvaney, M. Bayer, J. Am. Chem. Soc. 102 (1980) 2508.
15. 3NO, see, S.L. Schreiber, T. Sammakia, W.E. Crowe, J. Am. Chem. Soc. 108 (1986) 3128.
16. Sugihara T., Yamada M., Ban H., Yamaguchi M., Kaneko C. Angew. Chem. Int. Ed. Engl. 36:1997;2801.
17. Reductive decomplexation methods have been reported but all of them provide the corresponding alkenes instead of the original alkynes. See, (a) M. Isobe, C. Yenjai, S. Tanaka, Synlett (1994) 916.
18. (b) S. Hosokawa, M. Isobe, Synlett (1995) 1179.
19. (c) T. Nakamura, T. Matsui, K. Tanino, I. Kuwajima, J. Org. Chem. 62 (1997) 3032.
20. (d) S. Hosokawa, M. Isobe, in: Abstract of 72nd Annual Meeting of the Chemical Society of Japan, Tokyo, March 1997, p. 816.
21. 4NF. The applicability of this method, however, is unknown. See ref. [6].
22. 4, and concentrated. The resulting residue was passed through silica gel pad (n-hexane) to give 3a (207 mg, 99%) as a colorless oil.
23. For the tertiary amine oxide-promoted Pauson-Khand reaction, see, (a) S. Shambayati, W.E. Crowe, S.L. Schreiber, Tetrahedron Lett. 31 (1990) 5289.
24. (b) N. Jeong, Y.K. Chung, B.Y. Lee, S.H. Lee, S.-E. Yoo, Synlett (1991) 204.
25. For instance, see, C.M. Lukehart, in: Fundamental Transition Metal Organometallic Chemistry, Brooks/Cole, Monterey, 1985, pp. 63-67.