Issue 8, 2006

Anion-templated assembly of [2]rotaxanes

Abstract

Anion templation is used to develop a general method for rotaxane synthesis. The anion-templated synthesis of three new [2]rotaxanes containing positively charged pyridinium axles and neutral isophthalamide macrocyclic components is described. The incorporation of electron withdrawing substituents, such as the nitro group, into the 5-position of an isophthalamide bis-vinyl acyclic precursor results in a significant improvement in [2]rotaxane assembly yields. Rotaxane anion binding strengths are also enhanced whilst the rotaxane's unique interlocked binding domain ensures selectivity for chloride – the templating anion – is maintained.

Graphical abstract: Anion-templated assembly of [2]rotaxanes

Article information

Article type
Paper
Submitted
22 Dec 2005
Accepted
09 Feb 2006
First published
10 Mar 2006

Org. Biomol. Chem., 2006,4, 1529-1538

Anion-templated assembly of [2]rotaxanes

M. R. Sambrook, P. D. Beer, M. D. Lankshear, R. F. Ludlow and J. A. Wisner, Org. Biomol. Chem., 2006, 4, 1529 DOI: 10.1039/B518178J

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements