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Chiral conformations induced by cyclodextrin

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Abstract

Studies of chiroptical properties need separation or at least enrichment of enantiomers. The separation is difficult with chiral conformers of molecules with very low barriers of internal rotation. However, in association with cyclodextrin, these labile molecules can exhibit a strong Cotton effect in solution: one chiral conformer is favoured by complexation. The cyclodextrins have the advantage to yield inclusion complex in solution as well as crystalline clathrates. Therefore, the absolute configuration of the guest can be obtained by determining the structure of the cyclodextrin. In this work, the first CD spectrum of 4-helicene is recorded and crystal structures of several clathrates of labile molecules are studied.

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Le Bas, G., de Rango, C., Rysanek, N. et al. Chiral conformations induced by cyclodextrin. Journal of Inclusion Phenomena 2, 861–867 (1984). https://doi.org/10.1007/BF00662255

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  • DOI: https://doi.org/10.1007/BF00662255

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