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Self-Association and Self-Assembly of Molecular Clips in Water

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Journal of inclusion phenomena and macrocyclic chemistry Aims and scope Submit manuscript

Abstract

Molecular clips functionalized with two sodium or ammonium benzoate groups self-assemble in water by means of a hydrophobically driven dimerization reaction. Depending on the counter ions, this self-assembly stops at the stage of the dimer (sodium) or continues to generate largenanometer-sized aggregates (ammonium). The molecules in the latteraggregates are proposed to be `glued' together by multiplehydrogen bonds between the ammonium counter ions and the benzoategroups of the clips.

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References

  1. J.H. Fendler, Membrane Mimetic Chemistry, John Wiley & Sons, New York (1982).

    Google Scholar 

  2. Y. Cheng, D.M. Ho, C.R. Gottlieb, D. Kahne and M.A. Bruck: J. Am. Chem. Soc. 114, 7319 (1992). V. Janout, M. Lanier and S.L. Regen: J. Am. Chem. Soc. 119, 640 (1997). J.Q. Nguyen and B.L. Iverson: J. Am. Chem. Soc. 121, 2639 (1999).

    Google Scholar 

  3. T.M. Stein and S.H. Gellman: J. Am. Chem. Soc. 114, 3943 (1992). D.T. McQuade, D.G. Barrett, J.M. Desper, R.K. Hayashi and S.H. Gellman: J. Am. Chem. Soc. 117, 4862 (1995). D.T.McQuade, M.A. Quinn, S.M. Yu, A.S. Polans, M.P. Krebs and S.H. Gellman: Angew. Chem. Int. Ed. 39, 758 (2000). L. Isaacs, L.D. Witt and J.C. Fettinger: Chem. Commun. 2549 (1999).

    Google Scholar 

  4. For a review see: A.E. Rowan, J.A.A. W. Elemans and R.J.M. Nolte: Acc. Chem. Res. 32, 995 (1999).

    Google Scholar 

  5. S.J. Holder, J.A.A.W. Elemans, J.J.J.M. Donners, M.J. Boerakker, R. de Gelder, J. Barberá, A.E. Rowan and R.J.M. Nolte: J. Org. Chem. 66, 391 (2001).

    Google Scholar 

  6. J.A.A.W. Elemans, R.R.J. Slangen, A.E. Rowan and R.J.M. Nolte, manuscript in preparation.

  7. C. Tanford: The Hydrophobic Effect, 2nd edn, Wiley, New York (1980).

    Google Scholar 

  8. K. Kinbara, Y. Hashimoto, M. Sukegawa, H. Nohira and K. Saigo: J. Am. Chem. Soc. 118, 3441 (1996).

    Google Scholar 

  9. J.N.H. Reek, A. Kros and R.J.M. Nolte: Chem. Commun. 245 (1996).

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Authors and Affiliations

  1. Department of Organic Chemistry, NSR Center, University of Nijmegen, Toernooiveld, 6525, ED, The Netherlands

    Johannes A.A.W. Elemans, Ralf R.J. Slangen, Alan E. Rowan & Roeland J.M. Nolte

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  1. Johannes A.A.W. Elemans
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  2. Ralf R.J. Slangen
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  3. Alan E. Rowan
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  4. Roeland J.M. Nolte
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Elemans, J.A., Slangen, R.R., Rowan, A.E. et al. Self-Association and Self-Assembly of Molecular Clips in Water. Journal of Inclusion Phenomena 41, 65–68 (2001). https://doi.org/10.1023/A:1014421705395

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  • DOI: https://doi.org/10.1023/A:1014421705395

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