Abstract

AbstractTo study π…︁π interactions of flavins of different redox states with π‐electron donors and acceptors, the syntheses of compounds in which such π systems are linked to flavins by using the „cyclophane concept”︁ were attempted and partially achieved. The syntheses of the metacyclo‐isoalloxazinophanes 1 and 2 are reported as well as the X‐ray structure analysis of 2. The conversion of 1 or 2 to the benzoquinono‐isoalloxazinophanes 3 or 4, respectively, was not achieved, obviously due to the specific sterical shielding of the methoxy groups in the isoalloxazinophanes. Benzoquinone‐isoalloxazine systems in which the two components are linked by only one triethylene chain were obtained. Spectroscopic and electrochemical properties related to intramolecular interactions are reported.

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