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Calix[4]tubes: An Approach to Functionalization
Author(s) -
Puchnin Kirill,
Zaikin Pavel,
Cheshkov Dmitry,
Vatsouro Ivan,
Kovalev Vladimir
Publication year - 2012
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201200247
Subject(s) - surface modification , urea , amine gas treating , yield (engineering) , chemistry , combinatorial chemistry , polymer chemistry , organic chemistry , materials science , metallurgy
Adamantylcalix[4]arenes decorated with ester groups and calix[4]arene tetratosylates were used to prepare a series of calix[4]tubes bearing 3‐methoxycarbonyl‐ and 3‐methoxycarbonylmethyl‐1‐adamantyl units (up to eight) in good yield. These compounds were subjected to further chemical transformations giving a wide set of novel ester‐, acid‐, hydroxy‐, amine‐, and urea‐functionalized calix[4]tubes. Introduction of urea groups into the calixtube core led not only to anion‐targeted receptors, but also provided heteroditopic behavior of the hosts, which enriches the well‐established potassium‐uptake ability of calix[4]tubes.

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