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Original Articles

INFLUENCE OF ELECTRON-WITHDRAWING SUBSTITUENTS IN THE OXAPHOSPHOLE RING ON THE AXIAL CONFORMATIONAL TRANSMISSION IN Pv COMPOUNDS

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Pages 267-279 | Received 07 Jul 1986, Accepted 30 Sep 1986, Published online: 03 Jan 2007

References

  • de Vries , N. K. and Buck , H. M. 1986 . Red. Trav. Chim. Pays-Bas , 106 : 150
  • Roberts , G. C. K. , Dennis , E. A. , Meadows , D. H. , Cohen , J. S. and Jardetzky , O. 1969 . Proc. Natl. Acad. Sci. U.S.A. , 62 : 1151
  • Gorenstein , D. and Westheimer , F. H. 1970 . J. Am. Chem. Soc. , 92 : 634
  • Buono , G. and Llinas , J. R. 1981 . J. Am. Chem. Soc. , 103 : 4532
  • Dewar , M. J. S. and Thiel , W. 1977 . J. Am. Chem. Soc. , 99 : 4899
  • Janssen , R. A. J. , Visser , G. J. and Buck , H. M. 1984 . J. Am. Chem. Soc. , 106 : 3429 and references cited therein
  • Holmes , R. R. 1980 . ACS Monograph No. 175
  • Sarma , R. , Ramirez , F. , McKeever , B. , Maracek , J. F. and Lee , S. 1976 . J. Am. Chem. Soc. , 98 : 581
  • Spratley , R. D. , Hamilton , W. C. and Ladell , J. 1967 . J. Am. Chem. Soc. , 89 : 2272
  • Muetterties , E. L. , Mahler , W. and Schmutzler , R. 1963 . Inorg. Chem. , 2 : 613
  • Surprisingly, for compound 10, also only one doublet is found. This must be attributed to a different orientation of the THFF group under the methyl groups at C3 of the oxaphosphole ring
  • Haasnoot , C. A. G. , de Leeuw , F. A. A. M. and Altona , C. 1980 . Tetrahedron , 36 : 2783
  • x(g+) = -0.075JH(1′)H(2″) - 0.10JH(1″)H(2″) + 1.303 x(g+) = -0.054JH(1′)H(2″) + 0.104JH(1″)H(2″) + 0.061 x(g-) = 0.129JH(1′)H(2″) - 0.003JH(1′)H(2″) - 0.364
  • “The x(g-) value of 9 deviates from the values of the other compounds because 9 doesn't possess the ring oxygen atom O1”, Comparable values for the rotamer populations were found for 2,2-diphenyl-2-cycIopentylmethoxy-2,2-dihydro-4,5-dimethyl-1,3,2-oxaphosphoe.15
  • Koole , L. H. , Lanters , E. J. and Buck , H. M. 1984 . J. Am. Chem. Soc. , 106 : 5451
  • Panic program: Copyright , Switzerland : Bruker Spectrospin AG .
  • Koole , L. H. , van der Hofstad , W. J. M. and Buck , H. M. 1980 . J. Org. Chem. , 50 : 4381
  • Russell , G. A. , Mudryk , B. and Jawdonski , M. 1981 . Synthesis , : 62

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