The Chemistry of Optically Active Macrocyclic Polyethers.
Final rept. 1 Jul 73-31 Dec 85,
DUKE UNIV DURHAM NC
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The objectives of this research were to use X-ray crystallography and various spectroscopies, especially circular dichroism, nuclear magnetic resonance and circularly polarized luminescence, to probe the nature and extent of the interaction between macrocyclic polyether complexes and cations, and between the resulting complexes and anions, as well as to determine the influence that complexation exerts on the conformation of the polyether. Eighteen optically active macrocyclic polyethers, with ring sizes between 12 atoms and 24, were synthesized. In each case chirality was conferred by 2 or 4 methyl substituents on the macro ring. Ten of the compounds incorporated one or two benzene rings, these providing the chromophore which displayed circular dichroism due to the influence of the dissymmetric macro ring fused to them. In other cases the electronic transition either occurred in the cation complexed by the polyether or in an associated anion. Examples of the former were Eu III and Tb III, of the latter nitrate and nitrite.
- Organic Chemistry
- Atomic and Molecular Physics and Spectroscopy