Abstract
The new bis-4-(hexyloxy)benzamide and bis-4-(dodecyloxy)benzamide derivatives of macrocyclic ligands [18]aneN2O4 (L1 and L2) and [18]aneN2S4 (L3 and L4) have been prepared and characterized by1H and13C NMR spectroscopy, differential scanning calorimetry and optical microscopy. The nonmesogenic ligands L3 and L4 react with [Pd(CH3CN)4][BF4]2 to give the cationic complexes [Pd(L3)][BF4]2 and [Pd(L4)][BF4]2. [Pd(L4)][BF4]2 shows mesomorphic behaviour affording a smectic mesophase.
Similar content being viewed by others
References
A. M. Giroud-Godquin and P. M. Maitlis:Angew. Chem. Int. Ed. Engl. 30, 375 (1991).
P. Espinet, M. A. Esteruelas, L. A. Oro, J. L. Serrano and E. Sola:Coord. Chem. Rev. 117, 215 (1992).
J. M. Lehn, J. Malthête and A. M. Levelut:J. Chem. Soc., Chem. Commun., 1794 (1985).
C. Mertersdorf and H. Ringsdorf:Liq. Cryst. 5, 1757 (1989).
D. Tatarsky, K. Banerjee and W. T. Ford:Chem. Mater.,2, 138 (1990).
S. H. J. Idziak, N. C. Maliszewskvyj, P. A. Heiney, J. P. McCauley, Jr., P. A. Sprengler, and A. B. Smith, III:J.Am. Chem. Soc. 113, 7666 (1991).
S. H. J. Idziak, N. C. Maliszewskvyj, G. B. M. Vaughan, P. A. Heiney, C. Mertersdorf, H. Ringsdorf, J. P. McCauley, Jr. and A. B. Smith,III:J. Chem. Soc., Chem. Commun., 98 (1992).
J. Malthête, A. M. Levelut and J. M. Lehn:J. Chem. Soc., Chem. Commun., 1434 (1992).
G. Lattermann:Liq. Cryst. 6, 619 (1989).
G. Lattermann:Mol. Cryst. Liq. Cryst. 182B, 299 (1990).
G. Lattermann, S. Schmidt and B. Gallot:J. Chem. Soc., Chem. Commun., 1091 (1992).
J. W. Goodby:personal communication.
A. Liebmann, C. Mertersdorf, T. Plesnivy, H. Ringsdorf and J. H. Wendorff:Angew. Chem., Int. Ed. Engl. 30, 1375 (1991).
G. Lattermann, S. Schmidt, R. Kleppinger and J. H. Wendorff:Adv. Mater. 4, 30 (1992).
G. W. Gokel:Chem. Soc. Rev. 21, 39 (1992) and references therein.
G. W. Gokel, D. M. Dishong and R. A. Schultz:Synthesis, 997 (1982).
V. J. Gatto and G. W. Gokel:J. Am. Chem. Soc. 106, 8240 (1984).
R. R. Thomas and A. Sen:Inorg. Synth. 28, 63 (1990).
V. J. Gatto, K. A. Arnold, A. M. Viscariello, S. R. Miller, C. R. Morgan and G. W. Gokel:J. Org. Chem. 51, 5373 (1986) and references therein.
G. C. Saunders:Polyhedron 10, 1877 (1991).
D. St. C. Black and I. A. McLean:Tetrahedron Lett. 45, 3961 (1969).
G. Reid and M. Schröder:Chem. Soc. Rev. 19, 239 (1990).
A. A. Alberts, R. Annunziata and J. M. Lehn:J. Am. Chem. Soc. 99, 8502 (1977).
H. L. Ammon, K. Chandrasekhar, S. K. Bhattachariee, S. Shinkai and Y. Honda:Acta Crystallogr. C 40, 2061 (1984).
P. D. Beer, J. E. Nation, S. L. W. McWhinnie, M. E. Harman, M. B. Hursthouse, M. I. Ogden and A. H. White.J. Chem. Soc., Dalton Trans., 2485 (1991).
A. L. Balch and F. Neve:unpublished results.
W. J. Geary:Coord. Chem. Rev. 7,81 (1971).
A. J. Blake, G. Reid and M. Schröder:J. Chem. Soc., Dalton Trans., 3363 (1990).
G. Reid, A. J. Blake, T. I. Hide and M. Schröder:J. Chem. Soc., Chem. Commun., 1397 (1988).
D. Demus and L. Richter:Textures of Liquid Crystals, Verlag Chemie, Leipzig (1978).
D. W. Bruce:Metal-Containing Liquid Crystals (Inorganic Materials, Eds. D. W. Bruce and D. O'Hare), pp. 405–490, Wiley, Chichester (1992).
X. Minggui, Q. Jun and H. Feng:Mol. Cryst. Liq. Cryst. 209, 309 (1991).
R. P. Tuffin: K. J. Toyne and J. W. Goodby: Proceedings of the14th International Liquid Crystal Conference, 1992, Pisa, Italy. Contribution A-P59.
A. M. Levelut, M. Ghedini, R. Bartolino, F. P. Nicoletta, F. Rustichelli:J. Phys. (France) 50, 113 (1989).
M. Marcos, M. B. Pos, J. L. Serrano, M. A. Esteruelas, E. Sola, L. A. Oro:Chem. Mater. 2, 748 (1990).
M. Ghedini, S. Morrone, D. Gatteschi, C. Zanchini:Chem. Mater. 3, 752 (1991).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Neve, F., Ghedini, M. Substituted aza and aza-thia macrocycles: An example of a calamitic macrocyclic metallomesogen. J Incl Phenom Macrocycl Chem 15, 259–272 (1994). https://doi.org/10.1007/BF00709071
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF00709071