Calixhydroquinones: a novel access to conformationally restricted, meta-substituted calixarenes

Authors
Mascal, M Warmuth, R Naven, RT Edwards, RA Hursthouse, MB Hibbs, DE
Citation
M. Mascal et al., Calixhydroquinones: a novel access to conformationally restricted, meta-substituted calixarenes, J CHEM S P1, (23), 1999, pp. 3435-3441
Citations number
32
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
ISSN journal
0300922X → ACNP
Issue
23
Year of publication
1999
Pages
3435 - 3441
Database
ISI
SICI code
0300-922X(1999):23<3435:CANATC>2.0.ZU;2-K
Abstract
An efficient and versatile synthetic route to calixhydroquinones is describ ed. These macrocycles are activated towards meta substitution, and reaction with bromine gives the first examples of persubstituted, phenol-derived ca lixarenes. The effect of meta substitution on calixarene mobility is demons trated by the fixation of an otherwise mobile calix[4] system in the partia l cone conformer, and the slowing of the ring inversion rate in calix[8]are nes.