Hydrogen-bonded dimers of tetraurea calix[4]arenes: Unambiguous proof by single crystal X-ray analysis

Chemical Communications

Volumn , Issue 22, 1996, Pages 2533-2534

  Mogck, Oliver ^a   Paulus, Erich F ^b   Böhmer, Volker ^a   Thondorf, Iris ^c   Vogt, Walter ^a  

^a JOHANNES GUTENBERG UNIVERSITY   (Germany)

^b SANOFI   (France)

^c MARTIN LUTHER UNIVERSITY HALLE WITTENBERG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 1542502565     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/CC9960002533     Document Type: Article

References (12)

1. K. D. Shimizu and J. Rebek, Jr, Proc. Nat. Acad. Sci. USA, 1995, 92, 12 403; B. C. Hamann, K. D. Shimizu and J. Rebek, Jr, Angew. Chem., 1996, 108, 1425.
2. K. D. Shimizu and J. Rebek, Jr, Proc. Nat. Acad. Sci. USA, 1995, 92, 12 403; B. C. Hamann, K. D. Shimizu and J. Rebek, Jr, Angew. Chem., 1996, 108, 1425.
3. Dimerisation was also observed for some calix[4]arenes which are substituted by urea functions on two opposite phenolic units: J. Scheerder, R. H. Vreekamp, J. F. J. Engbersen, W. Verboom, J. P. M. van Duynhoven and D. N. Reinhoudt, J. Org. Chem., 1996, 61, 3476; for similar hydrogen bonded dimers see e.g.: C. Valdes, U. P. Spitz, S. W. Kubitz and J. Rebek, Jr, Angew Chem., 1995, 107, 2031; N. Branda, R. M. Grotzfeld, C. Valdes and J. Rebek Jr, J. Am. Chem. Soc., 1995, 117, 85; see aslo ref. 6.
4. Dimerisation was also observed for some calix[4]arenes which are substituted by urea functions on two opposite phenolic units: J. Scheerder, R. H. Vreekamp, J. F. J. Engbersen, W. Verboom, J. P. M. van Duynhoven and D. N. Reinhoudt, J. Org. Chem., 1996, 61, 3476; for similar hydrogen bonded dimers see e.g.: C. Valdes, U. P. Spitz, S. W. Kubitz and J. Rebek, Jr, Angew Chem., 1995, 107, 2031; N. Branda, R. M. Grotzfeld, C. Valdes and J. Rebek Jr, J. Am. Chem. Soc., 1995, 117, 85; see aslo ref. 6.
5. Dimerisation was also observed for some calix[4]arenes which are substituted by urea functions on two opposite phenolic units: J. Scheerder, R. H. Vreekamp, J. F. J. Engbersen, W. Verboom, J. P. M. van Duynhoven and D. N. Reinhoudt, J. Org. Chem., 1996, 61, 3476; for similar hydrogen bonded dimers see e.g.: C. Valdes, U. P. Spitz, S. W. Kubitz and J. Rebek, Jr, Angew Chem., 1995, 107, 2031; N. Branda, R. M. Grotzfeld, C. Valdes and J. Rebek Jr, J. Am. Chem. Soc., 1995, 117, 85; see aslo ref. 6.
6. O. Mogck, V. Böhmer and W. Vogt, Tetrahedron, 1996, 52, 8489.
7. The structure of two similar self-assembled hydrogen bonded pseudospherical capsules could be confirmed by single crystal X-ray analysis: C. Valdes, U. P. Spitz, L. M. Toledo, S. W. Kubik and J. Rebek Jr, J. Am. Chem. Soc., 1995, 117, 12733; C. Valdez, L. M. Toledo, U. Spitz and J. Rebek, Jr, Chem. Eur. J., 1996, 2, 989.
8. The structure of two similar self-assembled hydrogen bonded pseudospherical capsules could be confirmed by single crystal X-ray analysis: C. Valdes, U. P. Spitz, L. M. Toledo, S. W. Kubik and J. Rebek Jr, J. Am. Chem. Soc., 1995, 117, 12733; C. Valdez, L. M. Toledo, U. Spitz and J. Rebek, Jr, Chem. Eur. J., 1996, 2, 989.
9. G. M. Sheldrick, Acta Crystallogr., Sect. A, 1990, 46, 467.
10. G. M. Sheldrick, SHELXL-93, Program for the Refinement of Crystal Structures, Universität Göttingen, Germany, 1993.
11. M. Clark, R. D. Cramer and N. van Opdenbosch, J. Comput. Chem., 1989, 10, 982; for the modification of some parameters see: I. Thondorf, G. Hillig, W. Brandt, J. Brenn, A. Barth and V. Böhmer, J. Chem. Soc., Perkin Trans. 2, 1994, 2259.
12. M. Clark, R. D. Cramer and N. van Opdenbosch, J. Comput. Chem., 1989, 10, 982; for the modification of some parameters see: I. Thondorf, G. Hillig, W. Brandt, J. Brenn, A. Barth and V. Böhmer, J. Chem. Soc., Perkin Trans. 2, 1994, 2259.