View PDF Version
 
DOI: 10.1039/A705508K (Paper) Reference Section for: Chem. Commun., 1998, 587-588

A chlorophobic pocket in the p-tert-butylcalix[4]arene cavity: a test site for molecular recognition investigated by 13C CP MAS NMR and X-ray crystallography†

(Note: The full text of this document is currently only available in the PDF Version )

Eric B. Brouwer, Konstantin A. Udachin, Gary D. Enright, Christopher I. Ratcliffe, John A. Ripmeester, Eric B. Brouwer, Gary D. Enright and John A. Ripmeester

Abstract

Five-membered aliphatic guests X(CH2)3Y (X, Y = Me, OH, Cl, Br) adopt equilibrium positions in the asymmetric p-tert-butylcalix[4]arene cavity formed in the solid state and reveal a marked aversion of the host pocket for halogen end-groups.

References

  1. G. R. Desiraju, in Comprehensive Supramolecular Chemistry, ed. J. L. Atwood, J. E. D. Davies, D. D. MacNicol and F. Vogtle, Pergamon/Elsevier, Oxford, 1996, p. 1 Search PubMed.
  2. G. R. Desiraju, Angew. Chem., Int. Ed. Engl., 1995, 34, 2133 CrossRef.
  3. E. B. Brouwer, G. D. Enright and J. A. Ripmeester, Supramol. Chem., 1996, 7, 143 CrossRef CAS.
  4. T. Komoto, I. Ando, Y. Nakamoto and S. Ishida, J. Chem. Soc., Chem. Commun., 1988, 135 RSC.
  5. E. B. Brouwer, G. D. Enright, C. I. Ratcliffe and J. A. Ripmeester, Supramol. Chem., 1996, 7, 79 CrossRef CAS.
  6. G. Andreetti, R. Ungaro and A. Pochini, J. Chem. Soc., Chem. Commun., 1979, 1005 RSC; R. Ungaro, A. Pochini, G. D. Andreetti and P. Domiano, J. Chem. Soc., Perkin Trans. 2, 1985, 197 RSC; M. Prager, R. Caciuffo, G. Amoretti, C. J. Carlile, G. Coddens, F. Fillaux, O. Francescangeli and F. Ugozzoli, Mol. Phys., 1994, 81, 609 CAS; G. D. Andreetti and F. Ugozzoli, in Calixarenes, ed. J. Vicens and V. Bohmer, Kluwer, Dordrecht, 1990, p. 87 Search PubMed; E. B. Brouwer, G. D. Enright and J. A. Ripmeester, Supramol. Chem., 1996, 7, 7 Search PubMed.
  7. J. L. Atwood, L. J. Barbour, E. S. Dawson, P. C. Junk and J. Kienzle, Supramol. Chem., 1996, 7, 271 CrossRef CAS; F. H. Allen, J. A. K. Howard, V. J. Hoy, G. R. Desiraju, D. S. Reddy and C. C. Wilson, J. Am. Chem. Soc., 1996, 118, 4081 CrossRef CAS.
  8. S. J. Opella and M. H. Frey, J. Am. Chem. Soc., 1979, 101, 5854 CrossRef CAS.
  9. S. A. Bourne, L. R. Nassimbeni, M. L. Niven, E. Weber and A. Weirig, J. Chem. Soc., Perkin Trans. 2, 1994, 1215 RSC; V. R. Pedireddi, D. S. Reddy, B. S. Goud, D. C. Craig, A. D. Rae and G. R. Desiraju, J. Chem. Soc., Perkin Trans. 2, 1994, 2353 RSC; H. Krupitsky, Z. Stein and I. Goldberg, J. Inclusion Phenom., 1994, 20, 211 CAS.
  10. T. Steiner, E. B. Starikov, A. N. Amado and J. J. C. Teixeira-Dias, J. Chem. Soc., Perkin Trans. 2, 1995, 1321 RSC.
  11. T. Fujimoto, R. Yanagihara, K. Kobayashi and Y. Aoyama, Bull. Chem. Soc. Jpn., 1995, 68, 2113 CAS; R. G. Pearson, J. Chem. Educ., 1987, 64, 561 CrossRef CAS.
  12. M. D. Hollingsworth and A. R. Palmer, J. Am. Chem. Soc., 1993, 115, 5881 CrossRef CAS.
Click here to see how this site uses Cookies. View our privacy policy here.