2467-07-4Relevant articles and documents
Synthesis of Monofunctionalized Calix[5]arenes
Ingenfeld, Bj?rn,Straub, Steffen,Fr?mbgen, Christopher,Lützen, Arne
, p. 676 - 684 (2017/11/16)
Seven OH-free and O -permethylated monofunctionalized calix[5]arenes carrying either additional methyl or tert -butyl groups are prepared following fragment condensation protocols. This strategy proves to be superior to previous approaches. Calix[5]arenes with free OH groups all adopt a cone conformation stabilized by a seam of hydrogen bonds at the lower rim. Post-condensation modifications, i.e., methylation of phenolic OH groups or functional group interconversions can also be achieved. Bulky tert -butyl groups are also found to stabilize the cone conformations of O -methylated compounds. These compounds offer versatile functional groups that make these concave molecules interesting building blocks for the synthesis of more sophisticated molecular architectures.
Acid-catalyzed formation of hexahomooxacalix[3]arenes
Miah, Mijan,Romanov, Nikolai N.,Cragg, Peter J.
, p. 3124 - 3126 (2007/10/03)
The role of acid catalysis in oxacalix[3]arene synthesis has been investigated. A range of acids were used to optimize the yield of tert-butyloxacalix[3]arene, the most efficient being p-toluenesulfonic acid, which, with local symmetry complementary with that of the lower rim of the calixarene, provides a templating effect.