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Issue 33, 2013
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Meta-arylation of calixarenes using organomercurial chemistry†

Petr Slavík,a   Karolína Flídrová,a   Hana Dvořáková,b   Václav Eignercd  and  Pavel Lhoták*a  
Author affiliations

* Corresponding authors

a Department of Organic Chemistry, Prague Institute of Chemical Technology, Technicka 5, 166 28 Prague 6, Czech Republic
E-mail: lhotakp@vscht.cz
Fax: +420-220444288
Tel: +420-220445055

b Laboratory of NMR Spectroscopy, Prague Institute of Chemical Technology, Technicka 5, 166 28 Prague 6, Czech Republic

c Department of Solid State Chemistry, Prague Institute of Chemical Technology, Technicka 5, 166 28 Prague 6, Czech Republic

d Institute of Physics AS CR, v.v.i., Na Slovance 2, 182 21 Prague 8, Czech Republic

Abstract

A direct mercuration reaction combined with a subsequent Pd-catalyzed arylation was used to introduce the aryl moiety into the meta position of the calix[4]arene skeleton. The application of organomercurial intermediates thus allows the straightforward formation of meta-aryl-substituted derivatives representing a unique substitution pattern in calixarene chemistry.

Graphical abstract: Meta-arylation of calixarenes using organomercurial chemistry

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Article information

https://doi.org/10.1039/C3OB41085D
Submitted
24 May 2013
Accepted
02 Jul 2013
First published
02 Jul 2013
Org. Biomol. Chem., 2013,11, 5528-5534
Article type
Paper
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Meta-arylation of calixarenes using organomercurial chemistry

P. Slavík, K. Flídrová, H. Dvořáková, V. Eigner and P. Lhoták, Org. Biomol. Chem., 2013, 11, 5528
DOI: 10.1039/C3OB41085D

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