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

Kannupal Srinivasan; Perumal Rajakumar

doi:10.1055/s-2005-872104

PAPER

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

Kannupal Srinivasan, Perumal Rajakumar*
Department of Organic Chemistry, University of Madras, Guindy Campus, Chennai-600 025, Tamil Nadu, India
Fax: +91(44)22352494; e-Mail: perumalrajkumar2003@yahoo.co.in;

Abstract

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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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