Abstract
A homologous series of cyclic esters was used as a model for studying and clarifying the relationship between the helical structure and optical activity.
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References
Ramsay, O. B.,Stereochemistry, Nobel Prize Topic in Chemistry, A Series of Historical Monographs on Fundamentals of Chemistry, London: Heyden, 1981, 72–78.
Brewster, J. H., Helix models of optical activity,Top. Stereochem., 1967, 2:1.
Newman, M. S., Lednicer, D., The synthesis and resolution of hexahelicene,J. Am. Chem. Soc., 1956, 78:4756.
Brewster, J. H., A useful model of optical activity (I)—Open chain compounds,J. Am. Chem. Soc., 1959, 81:5475.
Brewster, J. H., The optical activity of saturated cyclic compounds,J. Am. Chem. Soc., 1959, 811 5483.
Brewster, J. H., The optical activity of endocyclic olefins,J. Am. Chem. Soc., 1959, 81:5493.
Scott, A. L., Wrixon, A. D., A symmetry rule for chiral olefins,Tetrahedron, 1970, 26:3695.
Beecham, A. F., The influence of allylic oxygen on the π-π* CD of certain chromophores,Tetrahedron, 1971, 27:5207.
Beecham, A. F., Mathieson, A. McL., Johns, S. R. et al., The influence of allylic oxygen on the CD of skew dienes,Tetrahedron, 1971, 27:3725.
Yin, Y. Y., A new interpretation of optical activity by the helix model,University Chemistry (in Chinese), 1992, 7(6):12.
Zhou, Z. H., Optical activity and configuration of molecules with one chiral carbon atom,Chemistry (in Chinese), 1987, 1:11.
Perrin, D. R., Perrin, D. D., Armarego, W. L. F.,Purification of Laboratory Chemicals, 3rd ed., Oxford:Pergamon, 1988.
Claus, A., Hoch, R., Ueber die Einwirkung von Phosphorpentachlorid auf Phthalsaureanhydrid,Ber., 1886, 19:1187.
Cahn, R. S., Ingold, C. K., Prelog, V., Specification of molecular chirality,Angew. Chem., Int. Ed. Engl., 1966, 5:385.
Meurer, K. P., Voegtle, F., Helical molecules in organic chemistry,Top. Curr. Chem., 1985, 127:1.
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Project supported by the National Natural Science Foundation of China (Grant No. 29132035)
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Nie, A., Deng, B., Ye, X. et al. Relationship between the helical structure and optical activity of some chiral cyclic esters. Sc. China Ser. B-Chem. 41, 225–238 (1998). https://doi.org/10.1007/BF02879701
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DOI: https://doi.org/10.1007/BF02879701