The hexabromocalixarene 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.
Bibliographical noteFunding Information:
This research was supported by the Israel Science Foundation (Grant No. 257/07).