gsch_a_1659269_sm1906.docx (4.1 MB)
New oxacalix[4]arene carboxylate detects viologen in protic media
journal contribution
posted on 2019-09-01, 17:24 authored by Anna Peterson, Mari-Liis Ludvig, Jevgenija Martõnova, Sandra Kaabel, Paul Kerner, Merle Uudsemaa, Aleksander Trummal, Maria Fomitšenko, Tõnis Pehk, Riina Aav, Jasper AdamsonWe demonstrate that Ullman fragment-coupling can be used to synthesise an oxacalix[4]arene monocarboxylic acid, which provides easy access to its water-soluble carboxylato derivatives. Crystallographic and computational data suggest that the new carboxyl-substituted oxacalix[4]arene adopts a 1,3-alternate conformation both in the solid-state and in methanol solution. Its water-soluble tetrabutylammonium derivate can detect the herbicide paraquat at neutral pH in aqueous media (Ka = 111 ± 3 M–1) and in methanol (Ka = 2020 ± 70 M–1).