Issue 38, 2008
From the journal:

Chemical Communications

An interdigitated functionally rigid [2]rotaxane†

Il Yoon,a   Ognjen Š. Miljanić,a   Diego Benítez,a   Saeed I. Khana  and  J. Fraser Stoddart*b  

* Corresponding authors

a California NanoSystems Institute and Department of Chemistry and Biochemistry, University of California, Los Angeles, 405 Hilgard Avenue, Los Angeles, USA

b Department of Chemistry, Northwestern University, 2145 Sheridan Road, Evanston, USA
E-mail: stoddart@northwestern.edu
Fax: +1 (847) 491 1009
Tel: +1 (847) 491 3793

Abstract

The synthesis of a functionally rigid [2]rotaxane incorporating π-electron rich 1,5-disubstituted naphthalene (NP) ring systems, encircled by the π-electron deficient tetracationic cyclophane, cyclobis(paraquat-p-phenylene), is described; in the solid state, the molecules of this donor–acceptor [2]rotaxane line themselves up in parallel π–π stacks of alternating NP ring systems and bipyridinium units, affording an interdigitated superstructure.

Graphical abstract: An interdigitated functionally rigid [2]rotaxane

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Article information

DOI
https://doi.org/10.1039/B808005D
Article type
Communication
Submitted
12 May 2008
Accepted
11 Aug 2008
First published
01 Sep 2008

Chem. Commun., 2008, 4561-4563

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An interdigitated functionally rigid [2]rotaxane

I. Yoon, O. Š. Miljanić, D. Benítez, S. I. Khan and J. F. Stoddart, Chem. Commun., 2008, 4561 DOI: 10.1039/B808005D

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