Synthesis and Electrochemical Properties of [2]Rotaxanes with meta-Terphenyl and meta-Terphenyl-Capped Dendritic Stoppers

Abstract

A meta-terphenyl moiety has been employed as a stopper in a Stoddart-type [2]rotaxane, which is formed in a remarkably high yield due to the additional templating effect of the stoppers. Making use of the recognition between bis(pyridinium)ethane and dibenzo-24-crown-8 ether, the [2]rotaxanes with m-terphenyl and m-terphenyl-capped dendritic stoppers have been synthesized by a threading procedure. The [2]rotaxane 7 displays two bielectronic redox waves while the [2]rotaxanes 10 and 11 show four distinct monoelectronic redox waves.

Key words

molecular recognition - nanostructures - host-guest systems - self-assembly - supramolecular chemistry

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