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Supramolecular Chemistry Volume 22, 2010 - Issue 11-12: Memory of Prof. Dmitry Rudkevich
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Original Articles

Calix[6]arenes incorporating functionalised substituents at the methylene bridges

Katerina Kogan Institute of Chemistry, The Hebrew University of Jerusalem, Jerusalem, 91904, Israel
,
Norbert Itzhak Institute of Chemistry, The Hebrew University of Jerusalem, Jerusalem, 91904, Israel
&
Silvio E. Biali Institute of Chemistry, The Hebrew University of Jerusalem, Jerusalem, 91904, IsraelCorrespondence[email protected]
Pages 704-709 | Received 06 May 2010, Accepted 27 May 2010, Published online: 05 Aug 2010
 
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Abstract

The hexabromocalix[6]arene 5 reacts with p-tert-Bu-phenol, thymol and propargyl alcohol to afford the corresponding hexasubstituted methylene-functionalised calixarenes. The substituents at the bridges were further functionalised via acetylation or click chemistry. Reaction of the hexahydroxy derivative 10 with DAST afforded 11, a first example of a calixarene with all bridges monofluorinated.

Acknowledgement

This research was supported by the Israel Science Foundation (Grant No. 257/07).

Notes

In memoriam of Prof. Dmitry Rudkevich.

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