Control of selectivity in the cobalt(I)-catalysed cocyclisation of alkynes with nitriles

Journal of Molecular Catalysis A: Chemical

Volumn 136, Issue 3, 1998, Pages 219-233

  Heller, Barbara ^a   Heller, Detlef ^a   Wagler, Patrick ^a   Oehme, Günther ^a  

^a Inst fur Org K   (Germany)

Author keywords

Alkynes; Catalysis; Cobalt(I) complexes; Heterocyclotrimerisation; Nitriles; Photochemical activation; Pyridines

Indexed keywords

2 (TERT BUTYL) 3,6 DIMETHYLPYRIDINE; 2 PHENYLPYRIDINE; 2,4 BIS(1 HYDROXY 1 METHYL ETHYL) 6 (TERT BUTYL)PYRIDINE; 2,5 BIS(1 HYDROXY 1 METHYL ETHYL) 6 PHENYLPYRIDINE; 3,6 DIMETHYL 2 (2,4,6 TRIMETHOXYPHENYL)PYRIDINE; 3,6 DIMETHYL 2 (3,4,5 TRIMETHOXYPHENYL)PYRIDINE; 4,6 DIMETHYL 2 (2,4,6 TRIMETHOXYPHENYL)PYRIDINE; 4,6 DIMETHYL 2 (3,4,5 TRIMETHOXYPHENYL)PYRIDINE; ALKYNE; COBALT; COBALT COMPLEX; METYRIDINE; NITRILE; PYRIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL REACTION; CONCENTRATION (PARAMETERS); CYCLIZATION; IRRADIATION; PHOTOACTIVATION; PHOTOCHEMISTRY; PRESSURE; SOLUBILITY; STEREOCHEMISTRY; STOICHIOMETRY; SUNLIGHT; SYNTHESIS; TEMPERATURE;

EID: 0032556668     PISSN: 13811169     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1381-1169(98)00058-2     Document Type: Article

References (41)

1. H. Yamazaki, Y. Wakatsuki, Tetrahedron Lett. (1973) 3383.
2. Y. Wakatsuki, H. Yamazaki, Synthesis (1976) 26.
3. H. Bönnemann, R. Brinkmann, H. Schenkluhn, Synthesis (1974) 575.
4. Bönnemann H. Angew. Chem. 97:1985;264.
5. Bönnemann H. Angew. Chem., Int. Ed. Engl. 24:1985;248.
6. Vollhardt K.P.C. Angew. Chem. 96:1984;525.
7. Vollhardt K.P.C. Angew. Chem., Int. Ed. Engl. 23:1984;539.
8. Schulz W., Pracejus H., Oehme G. Tetrahedron Lett. 30:1989;1229.
9. Heller B., Reihsig J., Schulz W., Oehme G. Appl. Organomet. Chem. 7:1993;641.
10. Karabet F., Heller B., Kortus K., Oehme G. Appl. Organomet. Chem. 9:1995;651.
11. H. Bönnemann, W. Brijoux, Aspects of Homogeneous Catalysis, Vol. 5; in: R. Ugo (Ed.), D. Reider Publishing Company, Dordrecht, 1984.
12. Heller B., Heller D., Oehme G. J. Mol. Catal. 110:1996;211.
13. Bönnemann H. Angew. Chem. 90:1978;517.
14. Bönnemann H. Angew. Chem., Int. Ed. Engl. 17:1978;565.
15. Yamazaki H., Wakatsuki Y. J. Organomet. Chem. 139:1977;157.
16. Hillard R.L., Vollhardt K.P.C. J. Am. Chem. Soc. 99:1977;4058.
17. C.-A. Chang, J.A. King, K.P.C. Vollhardt, J. Chem. Soc., Chem. Commun., 1981 p. 53.
18. Gleiter R., Kratz D. Angew. Chem. 102:1990;304.
19. Eisch J.J., Piotrowski A.M., Aradi A.A., Krüger C., Romao M.J. Z. Naturforsch. 40b:1985;624.
20. Wilke G. Angew. Chem. 100:1988;189.
21. Wilke G. Angew. Chem., Int. Ed. Engl. 27:1988;185.
22. Wilke G. Pure Appl. Chem. 60:1978;677.
23. Diercks R., Stamp L., Kopf J., tom Dieck H. Angew. Chem. 96:1984;891.
24. Diercks R., Stamp L., Kopf J., tom Dieck H. Angew. Chem., Int. Ed. Engl. 23:1984;893.
25. Heller D., Holz J., Borns S., Spannenberg A., Kempe R., Schmidt U., Börner A. Tetrahedron Asymmetry. 8:1997;213.
26. Miyano Y., Hayduk W. Can. J. Chem. Eng. 59:1981;746.
27. Vitovec J., Fried V. Coll. Czech. Chem. Commun. 25:1960;1552.
28. Jerome K.S., Parsons E.J. Organometallics. 12:1993;2991.
29. B. Heller, G. Oehme, J. Chem. Soc., Chem. Commun., (1995) 179.
30. Battino R., Clever H.L. Chem. Rev. 66:1966;395.
31. Wagler P., Heller B., Ortner J., Funken K.-H., Oehme G. Chem. -Ing. -Tech. 68:1996;823.
32. Oehme G., Heller B., Wagler P. Energy. 22:1997;327.
33. Nakamura A., Hagihara N. Bull. Chem. Soc. Jpn. 34:1961;452.
34. King R.B., Treichel P.M., Stone F.G.A. J. Am. Chem. Soc. 83:1961;3593.
35. Bönnemann H., Bogdanovic B., Brinkmann R., Spliethoff B., He D.-W. J. Organomet. Chem. 451:1993;23.
36. Jonas K. Angew. Chem. 97:1985;292.
37. Jonas K. Angew Chem., Int. Ed. Engl. 24:1985;295.
38. Chalk A.J. Tetrahedron. 30:1974;1387.
39. Zielinski W. Heterocyclus. 23:1985;1639.
40. Balaban T.-S., Uncuta C., Gheorghiu M.D., Balaban A.T. Tetrahedron Lett. 26:1985;4669.
41. Hill J.E., Balaich G., Fanwick P.E., Rothwell I.P. Organometallics. 12:1993;2911.