Issue 42, 2005
From the journal:

Chemical Communications

Selective steroid recognition by a partially bridged resorcin[4]arene cavitand†

Martina Cacciarini,ab   Vladimir A. Azov,a   Paul Seiler,a   Hermann Künzerc  and  François Diederich*a  

* Corresponding authors

a Laboratorium für Organische Chemie, ETH-Hönggerberg, CH-8093 Zürich, Switzerland
E-mail: diederich@org.chem.ethz.ch
Fax: (+41) 1-632-1109

b Dipartimento di Chimica Organica “U. Schiff”, Università di Firenze, Polo Scientifico, I-50019 Sesto Fiorentino (FI), Italy
E-mail: martina.cacciarini@unifi.it

c Schering AG, Corporate Research, Research Centre Europe, Medicinal Chemistry, D-13342 Berlin, Germany

Abstract

The partially bridged resorcin[4]arene cavitand 1 featuring a cleft-shaped recognition site formed by two anti-quinoxaline bridges and four convergent HO-groups was prepared in three steps and characterised by X-ray crystallography; cavitand 1 was found to be a selective receptor for steroidal substrates in CDCl3, with the best binding observed for steroids with a flat A-ring and two H-bonding sites on rings A and C/D.

Graphical abstract: Selective steroid recognition by a partially bridged resorcin[4]arene cavitand

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Article information

DOI
https://doi.org/10.1039/B509990K
Article type
Communication
Submitted
14 Jul 2005
Accepted
09 Sep 2005
First published
23 Sep 2005

Chem. Commun., 2005, 5269-5271

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Selective steroid recognition by a partially bridged resorcin[4]arene cavitand

M. Cacciarini, V. A. Azov, P. Seiler, H. Künzer and F. Diederich, Chem. Commun., 2005, 5269 DOI: 10.1039/B509990K

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