Issue 1, 2008
From the journal:

Chemical Communications

Strapped and other topographically nonplanar calixpyrrole analogues. Improved anion receptors

Chang-Hee Lee,*a   Hidekazu Miyaji,a   Dae-Wi Yoona  and  Jonathan L. Sessler*b  

* Corresponding authors

a Department of Chemistry, Kangwon National University, Chun-Cheon 200-701, Korea
E-mail: chhlee@kangwon.ac.kr
Fax: +82 33 253 7582
Tel: +82 33 250 8490

b Department of Chemistry and Biochemistry and Institute for Cellular and Molecular Biology, 1 University Station, A5300, University of Texas at Austin, Austin, Texas 78712-0165, USA
E-mail: sessler@mail.utexas.edu
Fax: +1 512 471 7550
Tel: +1 512 471 5009

Abstract

Calixpyrroles and related macrocycles are non-aromatic synthetic anion receptors that have attracted considerable attention in recent years. The unfunctionalized, parent calix[4]pyrrole system, also known as octamethylporphyrinogen, may be prepared in one step and in high yield from pyrrole and acetone, and is an effective anion receptor, showing a preference for fluoride, phosphate, carboxylate and chloride anions in organic media. Efforts to improve the anion binding affinity of calix[4]pyrrole and to modify its inherent selectivity have led to the synthesis of a variety of new, modified calixpyrroles. Among the most effective of these are derivatives that contain bridging “straps”. In this Feature Article, the preparation and properties of these and other topographically nonplanar calixpyrrole analogues are reviewed from the perspective of the anion recognition chemist.

Graphical abstract: Strapped and other topographically nonplanar calixpyrrole analogues. Improved anion receptors

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Article information

DOI
https://doi.org/10.1039/B713183F
Article type
Feature Article
Submitted
29 Aug 2007
Accepted
26 Sep 2007
First published
16 Oct 2007

Chem. Commun., 2008, 24-34

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Strapped and other topographically nonplanar calixpyrrole analogues. Improved anion receptors

C. Lee, H. Miyaji, D. Yoon and J. L. Sessler, Chem. Commun., 2008, 24 DOI: 10.1039/B713183F

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