A series of novel double-armed calixarene derivatives incorporating imine substituents were synthesised from the Schiff-base reaction of 2 5,2 7-bis[2-[(1-formyl-2-phenyl)oxy]ethyl-p-tert-butylcalixarene (1) with the appropriate amine or hydrazone. All compounds were characterised by various spectroscopic and analytical techniques, and in three cases, by X-ray crystallographic studies. In the case of compound 2, inclusion compounds were synthesised with both m-xylene and dimethylformamide and their X-ray structures revealed these inclusion sites-between the pendant arms and in the upper cavity, respectively. In all cases, the pendant arms are bent away from each rather than adopting a face-to-face conformation.
- NMR spectroscopy
- X-ray structure
- Schiff bases
Mahon, M. F., McGinley, J., Rooney, A. D., & Walsh, J. M. D. (2008). Calixarene Schiff bases-potential ligands for fluorescent studies. Tetrahedron, 64(49), 11058-11066. https://doi.org/10.1016/j.tet.2008.09.091