Organolanthanide catalyzed regio- and stereoselective dimerization of terminal alkynes and polymerization of aromatic diynes

Journal of Molecular Catalysis A: Chemical

Volumn 213, Issue 1, 2004, Pages 101-106

  Nishiura, Masayoshi ^a   Hou, Zhaomin ^a  

^a INST OF PHYS AND CHEMICAL RESEARCH   (Japan)

Author keywords

Alkyne dimerization; Alkynide complex; Diyne polymerization; Lanthanide complex; Polyenyne

Indexed keywords

AROMATIC COMPOUNDS; COMPLEXATION; DIMERIZATION; POLYMERIZATION;

AROMATIC DIYNES; STEREOSELECTIVE DIMERIZATION;

CATALYSIS;

ALKYNE DERIVATIVE; AROMATIC COMPOUND; LIGAND; METAL DERIVATIVE;

AROMATIZATION; CATALYSIS; CATALYST; COMPLEX FORMATION; CONFERENCE PAPER; DIMERIZATION; MOLECULAR DYNAMICS; MOLECULAR INTERACTION; MOLECULAR MECHANICS; POLYMERIZATION; REACTION ANALYSIS; STEREOCHEMISTRY; STRUCTURE ANALYSIS;

EID: 1542298899     PISSN: 13811169     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molcata.2003.10.053     Document Type: Conference Paper

References (37)

1. Trost B.M. Angew. Chem., Int. Ed. Engl. 34:1995;259.
2. Nicolaou K.C., Dai W.-M., Tsay S.-C., Estevez V.A., Wrasidlo W. Science. 256:1992;1172.
3. Bunz U.H.F. Chem. Rev. 100:2000;1605.
4. Friend R.H., Gymer R.W., Holmes A.B., Burroughes J.H., Marks R.N., Taliani C., Bradley D.D.C., Dos Santos D.A., Brédas J.L., Lögdlund M., Salaneck W.R. Nature. 397:1999;121.
5. Kraft A., Grimsdale A.C., Holmes A.B. Angew. Chem. Int. Ed. 37:1998;402.
6. For examples of dimerization of terminal alkynes by main-group metal catalysts, see: Dash A.K., Eisen M.S. Org. Lett. 2:2000;737.
7. Korolev A.V., Guzei I.A., Jordan R.F. J. Am. Chem. Soc. 121:1999;11605.
8. For examples of dimerization of terminal alkynes by d-block transition metal catalysts, see: Melis K., Vos D.D., Jacobs P., Verpoort F. J. Organomet. Chem. 671:2003;131.
9. Yang C., Nolan S.P. J. Org. Chem. 67:2002;591.
10. Esteruelas M.A., Herrero J., López A.M., Oliván M. Organometallics. 20:2001;3202.
11. Rubina M., Gevorgyan V. J. Am. Chem. Soc. 123:2001;11107.
12. Bassetti M., Marini S., Tortorella F., Cadierno V., Díez J., Gamasa M.P., Gimeno J. J. Organomet. Chem. 593-594:2000;292.
13. Ohmura T., Yorozuya S., Yamamoto Y., Miyaura N. Organometallics. 19:2000;365.
14. Tenorio M.A.J., Tenorio M.J., Puerta M.C., Valerga P. Organometallics. 19:2000;1333.
15. J.-P. Qü, D. Masui, Y. Ishii, M. Hidai, Chem. Lett. (1998) 1003.
16. For dimerization of terminal alkynes by lanthanide catalysts, see: Nishiura M., Hou Z., Wakatsuki Y., Yamaki T., Miyamoto T. J. Am. Chem. Soc. 125:2003;1184.
17. Duchateau R., van Wee C.T., Teuben J.H. Organometallics. 15:1996;2291.
18. Schaverien C.J. Organometallics. 13:1994;69.
19. Heeres H.J., Teuben J.H. Organometallics. 10:1991;1980.
20. den Haan K.H., Wielstra Y., Teuben J.H. Organometallics. 6:1987;2053.
21. Thompson M.E., Baxter S.M., Bulls A.R., Burger B.J., Nolan M.C., Santarsiero B.D., Schaefer W.P., Bercaw J.E. J. Am. Chem. Soc. 109:1987;203.
22. For dimerization of terminal alkynes by actinide catalysts, see: Wang J.Q., Eisen M.S. J. Organomet. Chem. 670:2003;97.
23. Dash A.K., Gourevich I., Wang J.Q., Wang J., Kapon M., Eisen M.S. Organometallics. 20:2001;5084.
24. Dash A.K., Wang J.X., Berthet J.C., Ephritikhine M., Eisen M.S. J. Organomet. Chem. 604:2000;83.
25. Haskel A., Straub T., Dash A.K., Eisen M.S. J. Am. Chem. Soc. 121:1999;3014.
26. Haskel A., Wang J.Q., Straub T., Neyroud T.G., Eisen M.S. J. Am. Chem. Soc. 121:1999;3025.
27. Wang J.Q., Dash A.K., Berthet J.C., Ephritikhine M., Eisen M.S. Organometallics. 18:1999;2407.
28. Straub T., Haskel A., Eisen M.S. J. Am. Chem. Soc. 117:1995;3025.
29. M. Nishiura, Z. Hou, unpublished results.
30. Evans W.J., Keyer R.A., Ziller J.W. Organometallics. 12:1993;2618.
31. Forsyth C.M., Nolan S.P., Stern C.L., Marks T.J., Rheingold A.L. Organometallics. 12:1993;3618.
32. Heeres H.J., Nijhoff J., Teuben J.H. Organometallics. 12:1993;2609.
33. M. Nishiura, M. Tanikawa, M. Hoshino, T. Miyamoto, Z. Hou, manuscript in preparation. See also: M. Nishiura, M. Tanikawa, M. Hoshino, T. Miyamoto, Z. Hou, Kidorui 42 (2003) 54.
34. M. Nishiura, M. Tanikawa, M. Hoshino, T. Miyamoto, Z. Hou, manuscript in preparation. See also: M. Nishiura, M. Tanikawa, M. Hoshino, T. Miyamoto, Z. Hou, Kidorui 42 (2003) 54.
35. For polymerization of aromatic diynes by transition metal catalysts, see: H. Katayama, C. Wada, F. Ozawa, K. Akamatsu, Proceedings of the 49th Symposium on Organometallic Chemistry, Japan, Abstract PB138, Kobe, September 2002.
36. H. Katayama, M. Nakayama, T. Nakano, F. Ozawa, Proceedings of the 83th Annual Meeting of the Chemical Society of Japan, Abstract 3F545, Tokyo, March 2002.
37. M. Ueda, I. Tomita, Polym. Preprints Jpn. 52 (2003) IIPb046.