Synthesis of inherently chiral calixarenes via direct mercuration of the partial cone conformation

Direct mercuration of calix[4]arene immobilized in the partial cone conformation led to the meta-substituted isomer which was subsequently subjected to Pd-catalysed coupling (C-H activation) with the neighbouring aromatic subunit. Regioselective mercuration thus enabled access to a novel type of inh...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2016-02, Vol.52 (11), p.2366-2369
Main Authors: Slavík, Petr, Kohout, Michal, Böhm, Stanislav, Eigner, Václav, Lhoták, Pavel
Format: Article
Language:English
Subjects:
Activation
Calixarenes
Distortion
Holes
Isomers
Mercury (metal)
Neighbouring
Receptors
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Summary:Direct mercuration of calix[4]arene immobilized in the partial cone conformation led to the meta-substituted isomer which was subsequently subjected to Pd-catalysed coupling (C-H activation) with the neighbouring aromatic subunit. Regioselective mercuration thus enabled access to a novel type of inherently chiral calixarenes with a highly distorted cavity potentially applicable to the design of new chiral receptors.
ISSN:1359-7345
1364-548X
DOI:10.1039/c5cc09388k