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Schlagwörter:
Isoalloxazinocyclophanes; Pyridinio-isoalloxazinophanes; Nicotinic ester and nicotinic acid isoalloxazinophanes, intramolecular interactions of, X-ray structure analyses of; Flavin-nicotinamide models
Zusammenfassung:
As model systems for active site complexes in flavoenzymes, flavin and nicotinamide analogues were linked together in cyclophane skeletons of specific sterical structures. Elaborating this concept, we prepared [4]metacyclo[3](10,6)isoalloxazinophane (3), [4](3,1)pyridino[3](10,6)isoalloxazinophane (4), as well as the 16-methoxycarbonyl and the 16-carboxylato derivatives (2 and 34, resp.), of 4 by multistep syntheses. For the isoalloxazinophanes 2, 3, 4, and 34 X-ray structure analyses were performed and are discussed with regard to intramolecular interactions. Preliminary UV/Vis-spectroscopic results related to π…π interactions in these isoalloxazinophanes are reported.