Issue 70, 2014
From the journal:

Chemical Communications

Regioselective alkylation of a methylene group via meta-bridging of calix[4]arenes†

Petr Slavík,a   Hana Dvořáková,b   Václav Eignerc  and  Pavel Lhoták*a  

* Corresponding authors

a Department of Organic Chemistry, Institute of Chemical Technology Prague (ICTP), Technicka 5, Prague 6, Czech Republic
E-mail: lhotakp@vscht.cz
Fax: +420-220444288
Tel: +420-220445055

b Laboratory of NMR Spectroscopy, ICTP, Czech Republic
E-mail: dvorakoh@vscht.cz

c Department of Solid State Chemistry, ICTP, Czech Republic
E-mail: eignerv@vscht.cz

Abstract

The meta-iodo derivative, fixed in the cone conformation, enables the gram-scale preparation of a meta-bridged calix[4]arene. This intermediate, possessing a fluorene moiety within the macrocyclic skeleton, can be regioselectively alkylated on the corresponding methylene bridge to form a unique substitution pattern in classical calixarene chemistry.

Graphical abstract: Regioselective alkylation of a methylene group via meta-bridging of calix[4]arenes

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Article information

DOI
https://doi.org/10.1039/C4CC04356A
Article type
Communication
Submitted
08 Jun 2014
Accepted
13 Jul 2014
First published
14 Jul 2014

Chem. Commun., 2014,50, 10112-10114

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Regioselective alkylation of a methylene group via meta-bridging of calix[4]arenes

P. Slavík, H. Dvořáková, V. Eigner and P. Lhoták, Chem. Commun., 2014, 50, 10112 DOI: 10.1039/C4CC04356A

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