106750-71-4Relevant academic research and scientific papers
Selective synthesis of "paco" or "alt" isomers of acetoxylcalixarenes catalysed by Bi(OTf)3
Jin, Can,Wang, Youran,Su, Weike
, p. 250 - 253 (2010)
The "paco" or "alt" isomers of acetoxylcalixarenes were selectively prepared in the presence of catalytic amount (2 mol%) of Bi(OTf)3,. Calix[4]arenes selectively gave two different isomers under specified conditions with a good selectivity, but, calix[6]arenes and calix[8]arenes only gave the "alt" isomers with a high selectivity.
CALIXARENES 12 THE SYNTESIS OF FUNCTIONALIZED CALIXARENES
Gutsche, C. David,Lin, Lee-Gin
, p. 1633 - 1640 (2007/10/02)
Procedures are described for the removal of the p-t-butyl groups from p-t-butylcalixarene, p-t-butylcalixarene, and p-t-butylcalixarene and the introduction of functional groups in their place.Although attempts to functionalize the p-positions of the calixarenes have generally failed, the corresponding methyl ethers are amenable to facile acetylation to provide syntheses of the p-acetyl-, p-carboxy-, and p-carbomethoxycalixarenes and calixarenes.Acetylation and benzoylation of calixarene and calixarene occur at the phenolic oxygens rather than the p-positions, leading under most reaction conditions to the completely O-substituted product.Calixarene reacts with benzoyl chloride in the presence of pyridine, however, to yield the tribenzoate.Conversion of the tribenzoate to the corresponding tribenzoyloxy monoallyl ether followed by a Claisen rearrangement and hydrolysis yields monoallylcalixarene, a compound of particular interest because of its potential for the synthesis of calixarenes containing a single substituent on the "upper rim".
