Interdigitated supramolecular laminates

Abstract

Secondary ammonium salts of trimesic acid form robust interdigitated lamellar structures which are sustained by a combination of strong hydrogen bonds in two dimensions and hydrophobic interactions in the third dimension.

References

1. F. M. Menger, J. Lee and K. S. Hagen, J. Am. Chem. Soc., 1991, 113, 4017 and references therein J. L. Slater and C. H. Huang, Prog. Lipid. Res., 1988, 27, 325; F. Neve, M. Ghedini, G. D. Munno and A. Levelut, Chem. Mater., 1995, 7, 688; C. M. Paleos and D. Tsiourvas, Angew. Chem., Int. Ed. Engl., 1995, 34, 1696; G. A. Jeffrey, Mol. Cryst. Liq. Cryst., 1990, 185, 209; G. J. Ashwell, T. W. Walker, I. R. Gentle, G. J. Foran, G. S. Bahra and C. R. Brown, J. Mater. Chem., 1996, 6, 969; K. Eichhorst-Gerner, A. Stabel, G. Moessner, D. Declerq, S. Valiyaveettil, V. Enkelmann, K. Mullen and J. P. Rabe, Angew. Chem., Int. Ed. Engl., 1996, 35, 1492.
2. G. R. Desiraju, Crystal Engineering The Design of Organic Solids, Elsevier, Amsterdam, 1989; Angew. Chem., Int. Ed. Engl., 1995, 34, 2328.
3. J.-M. Lehn, Angew. Chem., Int. Ed. Engl., 1990, 29, 1304; F. Garcia-Tellado, S. J. Geib, S. Goswami and A. D. Hamilton, J. Am. Chem. Soc., 1991, 113, 9265; J. A. Zerkowski, J. C. MacDonald, T. Seto, D. A. Wierda and G. M. Whitesides, J. Am. Chem. Soc., 1994, 116, 2382; C. B. Aakeröy, D. P. Hughes and M. Niewenhuyzen, J. Am. Chem. Soc., 1996, 118, 10134.
4. V. A. Russell, M. C. Etter and M. D. Ward, J. Am. Chem. Soc., 1994, 116, 1941; V. A. Russell and M. D. Ward, Chem. Mater., 1996, 8, 1654 and references therein J. J. Kane, R. Liao, J. W. Lauher and F. W. Fowler, J. Am. Chem. Soc., 1995, 117, 12003.
5. R. E. Melendez, C. V. K. Sharma, M. J. Zaworotko, C. Bauer and R. D. Rogers, Angew. Chem., Int. Ed. Engl., 1996, 35, 2213; R. E. Melendez and M. J. Zaworotko, Supramolecular Chem., 1997, 8, 157.
6. J. Wang, F. Leveiller, D. Jacquemain, K. Kjaer, J. Als-Nielsen, M. Lahav and L. Leiserowitz, J. Am. Chem. Soc., 1994, 116, 1192; D. M. Small, The Physical Chemistry of Lipids: From Alkanes to Phospholipids, Plenum, New York and London, 1986, vol. 4; K. Okuyama, H. Watanabe, M. Shimoura, K. Hirabayashi, T. Kunitake, T. Kajiyama and N. Yasuoka, Bull. Chem. Soc. Jpn., 1986, 59, 3351; O. J. Almeida and B. G. Dixon, Chem. Mater., 1995, 7, 2039.
7. K. Sawada, Y. Ohashi, N. Limura and H. Hirata, International Union of Crystallography, XVII Congress and General Assembly, Seattle, Washington, USA, 8–17, 1996, Abstract PS11.07.17.