Calix[4]tubes: an approach to functionalization.
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.
Department of Chemistry, M V Lomonosov Moscow State University, Moscow, Russia.
Kirill
K
Puchnin
Pavel
P
Zaikin
Dmitry
D
Cheshkov
Ivan
I
Vatsouro
Vladimir
V
Kovalev
D000218:Adamantane / Q000031:analogs & derivatives*; D047250:Calixarenes / Q000138:chemical synthesis / Q000737:chemistry*; D004952:Esters; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D014105:Tosyl Compounds / Q000737:chemistry*; D014508:Urea / Q000031:analogs & derivatives*
D004952:Esters; D014105:Tosyl Compounds; D047250:Calixarenes; D014508:Urea; D000218:Adamantane