Canadian Journal of Chemistry p. 169 - 182 (1997)
Update date:2022-07-29
Topics:
Hanan, Garry S.
Schubert, Ulrich S.
Volkmer, Dirk
Riviere, Emmanuel
Lehn, Jean-Marie
Kyritsakas, Nathalie
Fischer, Jean
Oligo-tridentate ligands based on alternating pyridines and pyrimidines were synthesised by Stille-type carbon-carbon bond-forming reactions. The terpyridine-like sites are designed to coalign upon metal complexation, giving rise to organized and rigidly spaced metal ions. Peripheral functionalization of the basic bis-tridentate framework was explored. The heterocycles in the ligands are in an all-trans conformation about the interannular bonds as indicated by comparison of their 1H NMR spectra. An X-ray crystal structure analysis of the nonchiral tris-tridentate ligand 2a reveals a helical structure in the solid state. The seven heterocycles form a helical structure with resulting overlap of the terminal pyridines. Their centroid-to-centroid distance is 4.523 A with 38.8° between the planes. NMR investigations support a helical conformation in solution as well. Electrochemical and UV absorption measurements indicate that the LUMO resides on the pyrimidine moiety of the ligands.
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