X-Ray structure of the 1:1 complex of a tripodal receptor and cis-cyclohexane-1,3,5-tricarboxylic acid

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Pablo Ballester, Antoni Costa, Pere M. Deyà, Ghislain Deslongchamps, Daniel Mink, Andreas Decken, Rafael Prohens, Salvador Tomàs and Manuel Vega


Abstract

The X-ray crystal structure of the 1:1 complex of a tripodal abiotic receptor and cis-cyclohexane-1,3,5-tricarboxylic acid is reported; the 1:1 complex is devoid of C3-symmetry and packs into a multi-columnar self-assembly.


References

  1. P. Ballester, A. Costa, P. M. Deyà, J. F. González, M. C. Rotger and G. Deslongchamps, Tetrahedron Lett., 1994, 35, 3813 CrossRef CAS.
  2. For references related to the binding of carboxylic acids and carboxylates, see for example: E. Kimura, A. Sakonaka, T. Yatsunami and M. Kodama, J. Am. Chem. Soc., 1981, 103, 3041 Search PubMed; M. W. Hosseini and J. M. Lehn, J. Am. Chem. Soc., 1982, 104, 3525 CrossRef CAS; J. Rebek, Jr., D. Nemeth, P. Ballester and F.-T. Lin, J. Am. Chem. Soc., 1987, 109, 3474 CrossRef CAS; Y. Tanaka, Y. Kato and Y. Aoyama, J. Am. Chem. Soc., 1990, 112, 2807 CrossRef; J. M. Lehn, R. Méric, J. P. Vigneron, I. Bkouche-Waksman and C. Pascard, J. Chem. Soc., Chem. Commun., 1991, 62 CrossRef CAS; V. Alcazar and F. Diederich, Angew Chem., Int. Ed. Engl., 1992, 31, 1521 RSC; M. Crego, C. Raposo, M. Caballero, E. García, J. G. Saez and J. R. Morán, Tetrahedron Lett., 1992, 33, 7437 CrossRef; A. Galán, D. Andreu, A. M. Echavarren, P. Prados and J. de Mendoza, J. Am. Chem. Soc., 1992, 114, 1511 CrossRef CAS; E. Fang, S. A. V. Arman, S. Kincaid and A. D. Hamilton, J. Am. Chem. Soc., 1993, 115, 369 CrossRef CAS; B. C. Hamann, N. R. Branda and J. Rebek, Jr., Tetrahedron Lett., 1993, 34, 6837 CrossRef CAS; L. Owens, C. Thilgen, F. Diederich and C. B. Knobler, Helv. Chim. Acta, 1993, 76, 2757 CrossRef CAS; P. Schiessl and F. P. Schmidtchen, Tetrahedron Lett., 1993, 34, 2449 CrossRef CAS.
  3. P. Ballester, unpublished results.
  4. F. Mohamadi, N. G. Richards, W. C. Guida, R. Liscamp, M. Lipton, C. Gaulfield, G. Chang, T. Hendrickson and W. C. Still, MACRO-MODEL, ver.4.5, J. Comput. Chem., 1990, 11, 440 CrossRef CAS.
  5. A. A. Bothner-By, R. L. Stephens and J. Lee, J. Am. Chem. Soc., 1984, 106, 811 CrossRef CAS.
  6. C. A. Hunter, Chem. Soc. Rev., 1994, 23, 101 RSC; C. A. Hunter and J. K. M. Sanders, J. Am. Chem. Soc., 1990, 112, 5525 CrossRef CAS.
  7. G. M. Sheldrick, SHELXTL PLUS, ver. 4.21, Siemens Analytical X-ray Instruments, Inc., 1990; G. M. Sheldrick, SHELXL93, University of Göttingen, 1993.