p-tert-butylcalix[4]arenes containing azacrown ether substituents at the lower rim as potential polytopic receptors

• Published in: Russian journal of general chemistry Vol. 83; no. 9; pp. 1738 - 1743
• Main Authors: Alekseeva, E. A., Basok, S. S., Mazepa, A. V., Luk’yanenko, A. P., Snurnikova, O. V., Gren’, A. I.
• Format: Journal Article
• Language: English
• Published: Boston Springer US 01-09-2013
• Subjects: Chemistry; Chemistry and Materials Science; Chemistry/Food Science; Metal Picrate; Ether Substituent; Azacrown Ether; Calixarene Derivative; Complex Stability Constant
• ISSN: 1070-3632; 1608-3350
• DOI: 10.1134/S1070363213090181

A series of disubstituted
p
-
tert
-butylcalix[4]arenes with
N
-methoxycarbonylmonoazacrown ether and
N
-ethoxymonoazacrown ether residues at the lower rim has been prepared via the reaction of di(carboxymethoxy)-
p
-
tert
-butylcalix[4]arene with azacrown ethers and subsequent reduction of the resulting amide derivatives. Using UV titration and
1
H NMR spectroscopy we have demonstrated the ability of the calixarene with two
N
-carbonylmonoaza-18-crown-6-ether substituents to form the 1:3 complexes with K
+
and Na
+
and the 1:2 complexes with Cs
+
, Sr
2+
, Cu
2+
, and Zn
2+
. The calixarene with two fragments of
N
-ethoxymonoazo-18-crown ether has formed binuclear complexes with alkali metals cations and mononuclear complexes with transition metals cations.