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Volumn 52, Issue 2, 2000, Pages 905-910

Improved synthesis of 1-adamantylphosphine and its use in the synthesis of cyclicphosphines containing 1-adamantyl group

Author keywords

[No Author keywords available]

Indexed keywords

ADAMANTANE DERIVATIVE; PHOSPHINE DERIVATIVE;

EID: 0034143435     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/com-99-s58     Document Type: Article
Times cited : (12)

References (17)
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    • M. J. Burk, J. E. Feaster, and R. L. Harlow, Organometallics, 1990, 9, 2653; M. J. Burk, J. Am. Chem. Soc., 1991, 113, 8518; M. J. Burk, J. E. Feaster, W. A. Nugent, and R. L. Harlow, J. Am. Chem. Soc., 1993, 115, 10125; M. J. Burk, J. E. Feaster, and R. L. Harlow, Organometallics, 1990, 9, 2653; M. J. Burk, J. R. Lee, and J. P. Martinez, J. Am. Chem. Soc., 1994, 116, 10847.
    • (1990) Organometallics , vol.9 , pp. 2653
    • Burk, M.J.1    Feaster, J.E.2    Harlow, R.L.3
  • 2
    • 0000136461 scopus 로고
    • M. J. Burk, J. E. Feaster, and R. L. Harlow, Organometallics, 1990, 9, 2653; M. J. Burk, J. Am. Chem. Soc., 1991, 113, 8518; M. J. Burk, J. E. Feaster, W. A. Nugent, and R. L. Harlow, J. Am. Chem. Soc., 1993, 115, 10125; M. J. Burk, J. E. Feaster, and R. L. Harlow, Organometallics, 1990, 9, 2653; M. J. Burk, J. R. Lee, and J. P. Martinez, J. Am. Chem. Soc., 1994, 116, 10847.
    • (1991) J. Am. Chem. Soc. , vol.113 , pp. 8518
    • Burk, M.J.1
  • 3
    • 0000740766 scopus 로고
    • M. J. Burk, J. E. Feaster, and R. L. Harlow, Organometallics, 1990, 9, 2653; M. J. Burk, J. Am. Chem. Soc., 1991, 113, 8518; M. J. Burk, J. E. Feaster, W. A. Nugent, and R. L. Harlow, J. Am. Chem. Soc., 1993, 115, 10125; M. J. Burk, J. E. Feaster, and R. L. Harlow, Organometallics, 1990, 9, 2653; M. J. Burk, J. R. Lee, and J. P. Martinez, J. Am. Chem. Soc., 1994, 116, 10847.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 10125
    • Burk, M.J.1    Feaster, J.E.2    Nugent, W.A.3    Harlow, R.L.4
  • 4
    • 0000546172 scopus 로고
    • M. J. Burk, J. E. Feaster, and R. L. Harlow, Organometallics, 1990, 9, 2653; M. J. Burk, J. Am. Chem. Soc., 1991, 113, 8518; M. J. Burk, J. E. Feaster, W. A. Nugent, and R. L. Harlow, J. Am. Chem. Soc., 1993, 115, 10125; M. J. Burk, J. E. Feaster, and R. L. Harlow, Organometallics, 1990, 9, 2653; M. J. Burk, J. R. Lee, and J. P. Martinez, J. Am. Chem. Soc., 1994, 116, 10847.
    • (1990) Organometallics , vol.9 , pp. 2653
    • Burk, M.J.1    Feaster, J.E.2    Harlow, R.L.3
  • 5
    • 0000634353 scopus 로고
    • M. J. Burk, J. E. Feaster, and R. L. Harlow, Organometallics, 1990, 9, 2653; M. J. Burk, J. Am. Chem. Soc., 1991, 113, 8518; M. J. Burk, J. E. Feaster, W. A. Nugent, and R. L. Harlow, J. Am. Chem. Soc., 1993, 115, 10125; M. J. Burk, J. E. Feaster, and R. L. Harlow, Organometallics, 1990, 9, 2653; M. J. Burk, J. R. Lee, and J. P. Martinez, J. Am. Chem. Soc., 1994, 116, 10847.
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 10847
    • Burk, M.J.1    Lee, J.R.2    Martinez, J.P.3
  • 11
    • 85088083763 scopus 로고    scopus 로고
    • note
    • 4. The yield obtained by this procedure was 40% yield.
  • 12
    • 85088085855 scopus 로고    scopus 로고
    • note
    • 4MgBr was also attempted for the synthesis of 1-adamantyldichlorophosphine. However, the yield of the product was very low (4% yield).
  • 14
    • 0028246445 scopus 로고
    • L. McKinstry and T. Livinghouse, Tetrahedron Lett., 1994, 35, 9319; L. McKinstry and T. Livinghouse, Tetrahedron, 1994, 50, 6145.
    • (1994) Tetrahedron , vol.50 , pp. 6145
    • McKinstry, L.1    Livinghouse, T.2
  • 15
    • 0342452718 scopus 로고    scopus 로고
    • note
    • 4. The solution was passed through a column of basic alumina using degassed ether. The eluent was evaporated in vacuo to leave practically pure desired phosphine ligands as colorless solid or oil.
  • 16
    • 0342887158 scopus 로고    scopus 로고
    • note
    • -1; λ(Mo Kα) = 0.71069 Å; 27200 reflections measured; 3332 observed (I>1.50σ(I)); 405 variables; R = 0.048; Rw = 0.065; GOF = 1.05.


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