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Separation of Lutidine Isomers by Inclusion

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Abstract

Structures of the inclusion compounds formed between the host compound 1,4-bis(9-hydroxy-9-fluorenyl)benzene and three lutidine regioisomers, 2,4-, 3,5-, and 2,6-lutidine, have been elucidated. Competition experiments were performed to investigate the degree of host selectivity for complexation with the lutidine isomers. Lattice energy calculations explain the results of the competition experiments, and thermal analysis shows that the desolvation reactions are complex.

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REFERENCES

  1. Vögtle, F. Supramolecular Chemistry; Wiley: Chichester, 1991, chapter 5.

    Google Scholar 

  2. Desiraju, G. R.; Krishnamohan Sharma, C. V. K. In The Crystal as a Supramolecular Entity; Desiraju, G. R., ed.; Wiley: Chichester, 1995, chapter 2.

    Google Scholar 

  3. Caira, M. R.; Horne, A.; Nassimbeni, L. R.; Okuda, K.; Toda, F. J. Chem. Soc. Perkin Trans. 2, 1995, 1063-1067.

    Google Scholar 

  4. Goldberg, I.; Stein, Z.; Tanaka, K.; Toda, F. J. Incl. Phenom. 1988, 6, 15-30.

    Google Scholar 

  5. Caira, M. R.; Horne, A.; Nassimbeni, L. R.; Toda, F. J. Chem. Soc., Perkin Trans. 2, 1997, 1717-1720.

    Google Scholar 

  6. Caira, M. R.; Horne, A.; Nassimbeni, L. R.; Toda, F. J. Mater. Chem. 1997, 7, 2145-2149.

    Google Scholar 

  7. Caira, M. R.; Nassimbeni, L. R.; Scott, J. L. J. Chem. Soc. Chem. Commun. 1993, 612-614.

  8. Weber, E.; Csöregh, I.; Stensland, B.; Czugler, M. J. Am. Chem. Soc. 1984, 106, 3297-3306.

    Google Scholar 

  9. Worsch, D.; Vögtle, F. Topics in Current Chemistry, Vol. 140, Molecular Inclusion and Molecular Recognition Clathrates I; Weber, E., ed.; Springer-Verlag: Berlin, 1987, chapter 2.

    Google Scholar 

  10. Webb, T. H.; Wilcox, C. S. Chem. Soc. Rev. 1993, 22, 383-395.

    Google Scholar 

  11. Weber, E.; Nitsche, S.; Wierig, A. to be published.

  12. Sheldrick, G. M. Acta Cryst. A 1990, 46, 467.

    Google Scholar 

  13. Sheldrick, G. M. SHELXL-93: Programme for Crystal Structure Determination; unpublished work.

  14. Olovsson, I.; Jönsson, P. In The Hydrogen Bond-Structure and Spectroscopy; Schuster, P.; Zundel, G., ed.; North-Holland Publishing Company, 1975.

  15. Vedani, A.; Dunitz, J. D. J. Am. Chem. Soc. 1985, 107, 7653-7658.

    Google Scholar 

  16. Caira, M. R.; Nassimbeni, L. R.; Winder, N.; Weber, E.; Wierig, A. Supramol. Chemistry 1994, 4, 135-138.

    Google Scholar 

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Correspondence to Luigi R. Nassimbeni.

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Caira, M.R., Nassimbeni, L.R., Vujovic, D. et al. Separation of Lutidine Isomers by Inclusion. Structural Chemistry 10, 205–211 (1999). https://doi.org/10.1023/A:1021836513608

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  • DOI: https://doi.org/10.1023/A:1021836513608

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