Abstract
The syntheses of oligooxa[8.8]-, -[11.11]-, -[14,14]-, -[17.17]- and -[20.20]cyclophanes with phenothiazine as donor and bipyridinium dication as acceptor are described, together with preparations of the corresponding oligomethylene-[3.3]- and -[4.4]cyclophanes. While the large [8.8]-, [11.11]- and [14.14]cyclophanes in particular show well-defined charge-transfer (CT) absorption maxima, the smallest [3.3]cyclophane does not exhibit any CT effect. For the large cyclophanes, a preferred conformation with crossed donor and acceptor units is proposed. The fluorescence quenching and electrochemical behaviour of all phenothiazine−bipyridinium cyclophanes is discussed.
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