Stabilization of 7-phosphanorbornadienes by complexation; x-ray crystal structure of 2,3-bis(methoxycarbonyl)-5,6-dimethyl-7-phenyl-7- phosphanorbornadiene(pentacarbonyl)-chromium

Journal of the Chemical Society, Chemical Communications

Volumn , Issue 12, 1982, Pages 667-668

  Marinetti, Angela ^a   Mathey, François ^a   Fischer, Jean ^b   Mitschler, André ^b  

^a Laboratoire CNRS SNPE ^*  (France)

^b UNIVERSITÉ DE STRASBOURG   (France)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0006938697     PISSN: 00224936     EISSN: None     Source Type: Journal    
DOI: 10.1039/c39820000667     Document Type: Article

References (12)

1. L. D.Quin and K. A.Mesch, J. Chem. Soc., Chem. Commun., 1980, 959
2. F.Mathey and F.Mercier, Tetrahedron Lett., 1981, 22, 319
3. K. A.Mesch and L. D.Quin, Tetrahedron Lett., 1980, 21, 4791
4. The use of λ5phosphole instead of λ3-phosphole derivatives is necessary in order to avoid the reaction of the electrophilic acetylenic dienophile at the phosphorus lone pair, see: A. N.Hughes and S.Uaboonkul, Tetrahedron, 1968, 24, 3437
5. N. E.Waite and J. C.Tebby, J. Chem. Soc. C, 1970, 386
6. D. G.Holah, A. N.Hughes, and D.Kleemola, J. Heterocycl. Chem., 1978, 15, 1319
7. I.G. M.Campbell, R. C.Cookson, M. B.Hocking, and A. N.Hughes, J. Chem. Soc., 1965,2184
8. F. B.Clarke and F. H.Westheimer, J. Am. Chem. Soc., 1971, 93, 4541
9. Y.Kashman, I.Wagenstein, and A.Rudi, Tetrahedron, 1976, 32, 2427. However, Stille has beenble to condense benzyne with pentaphenylphosphole oxide without losing the phosphorus bridge
10. J. K.Stille, J. L.Eichelberger, J.Higgins, and M. E.Freeburger, J. Am. Chem. Soc., 1972, 94,4761. The benzannellation may have a stabilizing effect on the norbornadiene skeleton in that case
11. U.Schmidt, I.Boie, C.Osterroht, R.Schröer, and H. F.Grutzmacher, Chem. Ber., 1968, 101, 1381
12. Complexes (1), (3), (4), and (5) were made by allowing Cr(CO)5,(THF) or W(CO)5,(THF) (THF =etrahydrofuran) to react withthe appropriate phospholes at room temperature in THF for30 min. Complex (2) was made by heating a mixture of phosphole, Mo(CO)6, and Me3NO in boiling CH2, CI2, for 6 h. Complexes(1), (2), and (3) have been already described: C. C.Santini, J.Fischer, F.Mathey, and A.Mitschler, J. Am. Gem.Soc., 1980, 102, 5809