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Picolyl Armed C-1,2 Alternate Tetrahomodioxacalix[4]arene Tetraamides

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Abstract

A series of benzyl, 2-picolyl, 3-picolyl armed tetrahomodioxacalix[4]arene tetraamideswith four p-phenyl groups on the upper rim were synthesized. They were found to be in the C-1,2-alternate conformation by 1H, 13C NMR, andX-ray crystal structure.The nitrogen atom of the 2-picolyl group played an important role in the metal ion complexation.

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References

  1. C.D. Gutsche: Calixarenes, Royal Society of Chemistry, Cambridge (1989). (b) C.D. Gutsche: in R.M. Izatt and J.J. Christensen (eds.), Synthesis of Macrocycles: Design of Selective Complexing Agents, Wiley, New York (1987), 93 pp. (c) C.D. Gutsche: Calixarenes Revisited, Royal Society of Chemistry, Cambridge (1998). (d) V. Böhmer and M.A. McKervey: Chemie in unserer Zeit 195 (1991). (e) C.D. Gutsche, in J.F. Stoddart (ed.), Calixarenes, Monographs in Supramolecular Chemistry, Royal Society of Chemistry, Cambridge, U.K. (1989), Vol. 1. (f) C. D. Gutsche: in J.L. Atwood, J.E.D. Davies and D.D. MacNicol (eds.), Inclusion Compounds, Oxford University Press, New York, Vol. 4 (1991), pp. 27-63. (g) J.-D. Van Loon, W. Verboom, and D.N. Reinhoudt: Org. Prep. Proc. Int. 24, 437 (1992). (h) R. Ungaro and A. Pochini: in H.-J. Schneider (ed.), Frontiers in Supramolecular Organic Chemistry and Photochemistry, VCH: Weinheim, Germany (1991), pp. 57-81.

    Google Scholar 

  2. A Versatile Class of Macrocyclic Compounds: in J. Vicens, V. Böhmer (eds.), Calixarenes, Kluwer, Dordrecht, 1991.

  3. J.S. Kim, W.K. Lee, J.G. Kim, I.H. Suh, J.Y. Yoon, and J.H. Lee: J. Org. Chem. 65, 7215 (2000). (b) V. Böhmer: Angew. Chem., Int. Ed. Engl. 34, 713 (1995).

    Google Scholar 

  4. C.D. Gutsche, B. Dhawan, K.H. No, and R. Muthukrishnan: J. Am. Chem. Soc. 103, 3782 (1981).

    Google Scholar 

  5. P.M. Marcos, J.R. Ascenso, R. Lamartine, and J.L.C. Pereira: Tetrahedron 53, 11791 (1997).

    Google Scholar 

  6. S. Felix, J.R. Ascenso, R. Lamartine, and J.L.C. Pereira: Syn. Commun. 28, 1793 (1998).

    Google Scholar 

  7. B. Masci and S. Saccheo: Tetrahedron Lett. 49, 10739 (1993).

    Google Scholar 

  8. K.H. No, J.S. Kim, O.J. Shon, S.H. Yang, I.H. Suh, J.G. Kim, R.A. Bartsch, and J.Y. Kim: J. Org. Chem. 66, 5976 (2001).

    Google Scholar 

  9. K.H. No, J.H. Lee, S.H. Yang, S.H. Yu, M.H. Cho, M.J. Kim, and J.S. Kim: J. Org. Chem. 67, 3165 (2002).

    Google Scholar 

  10. R.A. Bartsch, I.W. Yang, E.G. Jeon, W. Walkowiak, and W.A. Charewicz: J. Coord. Chem. 27, 75 (1992).

    Google Scholar 

  11. G.M. Sheldrick: SHELXTL, Version 5.1, University of Göttingen, Germany, 1997.

    Google Scholar 

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No, K., Lee, J.H., Yang, S.H. et al. Picolyl Armed C-1,2 Alternate Tetrahomodioxacalix[4]arene Tetraamides. Journal of Inclusion Phenomena 47, 167–171 (2003). https://doi.org/10.1023/B:JIPH.0000011776.76003.7f

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  • DOI: https://doi.org/10.1023/B:JIPH.0000011776.76003.7f

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