Mild ruthenium-catalyzed intermolecular alkyne cyclotrimerization

Tetrahedron Letters

Volumn 40, Issue 21, 1999, Pages 4015-4018

  Das, Sanjoy K ^a   Roy, René ^a  

^a UNIVERSITY OF OTTAWA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNE; RUTHENIUM;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL ANALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE;

EID: 0033591144     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)00674-7     Document Type: Article

References (22)

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13. 10. Dominique, R.; Das, S. K.; Roy, R. J. Chem. Soc. Chem. Commun. 1998, 2437.
14. 11. Hu, Y. J.; Roy, R. Tetrahedron Lett. 1999, in press.
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18. 15. The same products were obtained when dicobalt octacarbonyl was used instead of Grubbs' catalyst, albeit under more stringent conditions (refluxing dioxane). Roy, R.; Trono, M. C. unpublished data.
19. 16. Takeda, A.; Ohno, A.; Kadota, I.; Gevorgyan, V.; Yamamoto, Y., J. Am. Chem. Soc. 1997, 119, 4547.
20. 2O, pyridine) gave the two regioisomers.
21. 2 (1 mL) was added Grubbs'catalyst 7 (11 mg, 15 mol %). After stirring for 12 h at room temperature, the solvent was evaporated to dryness and the crude mixture was purified by silica gel column chromatography (ethyl acetate: hexane; 3:2) to provide 8 (75 mg, 75 % yield) (1,2,4 and 1,3,5 regioisomers; 90:10).
22. 3) δ (ppm): 178.2, 178.0 (2x)(CO), 137.2, 126.2 (Ar sym. isomer), 136.7, 134.9, 134.2, 129.1, 128.5, 127.3 (Ar), 65.5, 65.4, 63.5, 63.5 (benzylic). MS(FAB) m/z: 421.2396 (M+1).