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Volumn 17, Issue 13, 1998, Pages 2677-2679

Metallacycle transfer reaction from titanacyclopropenes: A new and versatile approach to phosphirenes

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EID: 11644297597     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om980244g     Document Type: Article
Times cited : (13)

References (55)
  • 1
    • 0000974285 scopus 로고
    • For pertinent articles including leading references, see: (a) Fagan, P. J.; Nugent, W. A.; Calabrese, J. C. J. Am. Chem. Soc. 1994, 116, 1880-1889. (b) Doxsee, K. M., Mouser, J. K. M.; Farahi, J. B. Synlett 1992, 13-22.
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 1880-1889
    • Fagan, P.J.1    Nugent, W.A.2    Calabrese, J.C.3
  • 2
    • 85039394157 scopus 로고
    • For pertinent articles including leading references, see: (a) Fagan, P. J.; Nugent, W. A.; Calabrese, J. C. J. Am. Chem. Soc. 1994, 116, 1880-1889. (b) Doxsee, K. M., Mouser, J. K. M.; Farahi, J. B. Synlett 1992, 13-22.
    • (1992) Synlett , pp. 13-22
    • Doxsee, K.M.1    Mouser, J.K.M.2    Farahi, J.B.3
  • 12
    • 11644286149 scopus 로고    scopus 로고
    • in press
    • When this work was already completed, an independent study describing the synthesis of some phosphirenes and phosphiranes from dichlorophosphanes and intramolecularly P=O stabilized zirconacyclopropenes and zirconacyclopropanes was brought to our attention by J. P. Majorai. Zablocka, M.; Miguel, Y.; Igau, A.; Majorai, J.-P.; Skowroriska, A. Chem. Commun., in press.
    • Chem. Commun.
    • Majorai, J.P.1    Zablocka, M.2    Miguel, Y.3    Igau, A.4    Majorai, J.-P.5    Skowroriska, A.6
  • 13
    • 0000720282 scopus 로고
    • A zirconium-mediated route to phosphiranes relying on a phosphinidene transfer reaction has been reported: Breen, T. L.; Stephan, D. W. J. Am. Chem. Soc. 1995, 117, 11914-11921.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 11914-11921
    • Breen, T.L.1    Stephan, D.W.2
  • 14
    • 0001749164 scopus 로고
    • (a) Mathey, F. Chem. Rev. 1990, 90, 997-1025.
    • (1990) Chem. Rev. , vol.90 , pp. 997-1025
    • Mathey, F.1
  • 15
    • 0000939338 scopus 로고    scopus 로고
    • Katritzky, A. R., Rees, C. W., Scriven, E. F. V., Eds.; Pergamon: Oxford, U.K.
    • (b) Mathey, F.; Regitz, M. In Comprehensive Heterocyclic Chemistry II; Katritzky, A. R., Rees, C. W., Scriven, E. F. V., Eds.; Pergamon: Oxford, U.K., 1996, Vol. 1a, pp 277-304.
    • (1996) Comprehensive Heterocyclic Chemistry II , vol.1 A , pp. 277-304
    • Mathey, F.1    Regitz, M.2
  • 43
    • 11644295990 scopus 로고    scopus 로고
    • note
    • 2 is syringed in. The mixture is warmed back to room temperature and stirred for an additional 1 h. The mixture is taken to dryness and the phosphirene extracted with hexanes.
  • 55
    • 11644312901 scopus 로고    scopus 로고
    • note
    • -3 mol) is then added and the mixture brought back to room temperature. After 1 h, the mixture is filtered and the solution reduced to dryness in vacuo. 1-Phenylphosphirenes are purified by fast column chromatography using hexane as eluant. 1-isopropoxyphosphirene (12) was distilled under vacuum using a bulb-to bulb apparatus.


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