Synthesis and structural studies of some supramolecular compounds

Abstract

Acidic complexing ligand and neutral macrocyclic compounds were synthesised as receptors for either ions or uncharged organic molecules. The compounds were purified and characterised using normal methods and the X-ray structures of 14 compounds were determined. The acidic ligand (TEATA) formed a Na complex with two ligand molecules, both with one Na+ ion interaction and both co-ordinated to a third, central, Na+ ion (established in solid state by X-ray structure determination) (VII, VIII). Inside this extraordinary dimeric assembly (a pseudo-cryptate) the three sodium ions are encapsulated, as in cryptates. The macrocyclic compounds were synthesised in two ways, one-step and twostep reactions, using piperazine as a building block. These piperazine macrocycles show 4 different types of structural properties in solid state: metal-complexing (II), self-assembly / self-complementary (IV, V, VI), crystal lattice inclusion (clathrate) (IX) and molecular inclusion (X, XI, XII, XIII, XIV) compounds. In addition, azobenzene units have been incorporated into some of these piperazine macrocycles (XIII, XIV) enable variation of the shape and size of the cavity by UV-light. A short review of the literature concerning the place of the supramolecular chemistry in the field of chemistry precedes the summary of experimental results. The reader is recommended to preview the author's original publications (papers I-VI, end of this thesis) before the summary of experimental results. The summary of experimental results contains additions to the publications, especially to that of the packing structures.