An efficient and versatile synthetic route to calixhydroquinones is described. These macrocycles are activated towards meta substitution, and reaction with bromine gives the first examples of persubstituted, phenol-derived calixarenes. The effect of meta substitution on calixarene mobility is demonstrated by the fixation of an otherwise mobile calix system in the partial cone conformer, and the slowing of the ring inversion rate in calixarenes.
|Original language||English (US)|
|Number of pages||7|
|Journal||Journal of the Chemical Society - Perkin Transactions 1|
|Publication status||Published - Dec 7 1999|
ASJC Scopus subject areas
- Organic Chemistry