Conformational preferences of R¹R²C[double bond, length half m-dash]O·H₂BF complexes

Abstract

Molecular orbital calculations have quantified both the C–H hydrogen bond and the anomeric effect in R¹R²C[double bond, length half m-dash]O·H₂BF complexes.

References

1. E. J. Corey, J. J. Rohde, A. Fischer and M. D. Azimioara, Tetrahedron Lett., 1997, 38, 33.
2. E. J. Corey and J. J. Rohde, Tetrahedron Lett., 1997, 38, 37; E. J. Corey, D. Barnes-Seeman and T. W. Lee, Tetrahedron Lett., 1997, 38, 1699; 1997, 38, 4351.
3. J. M. Goodman, Tetrahedron Lett., 1992, 33, 7219.
4. Cambridge Analytical Derivatives Package, issue 5.0 and issue 6.0, N. C. Handy and R. Amos, Department of Chemistry, Cambridge University, UK.
5. P. P. Graczyk and M. Mikolajczyk, Topics in Stereochemistry, Wiley, New York, 1994, vol. 21, pp. 159–349.
6. U. Burkert and N. L. Allinger, Molecular Mechanics, ACS Monograph 177, Washington DC, 1982.
7. G. R. Desiraju, Acc. Chem. Res., 1991, 24, 290.
8. E. J. Corey and T. W. Lee, Tetrahedron Lett., 1997, 38, 5755; K. Ishihara, H. Kurihara and H. Yamamoto, J. Am. Chem. Soc., 1996, 118, 3049; K. Ishihara and H. Yamamoto, J. Am. Chem. Soc., 1994, 116, 1561; E. J. Corey, T.-P. Loh, T. D. Roper, M. D. Azimiora and M. C. Noe, J. Am. Chem. Soc., 1992, 114, 8290; K. Furuta, T. Maruyama and H. Yamamoto, J. Am. Chem. Soc., 1991, 113, 1041.