A study of anion binding behaviour of 1,3-alternate thiacalixarene-based receptors bearing urea moieties
journal contributionposted on 08.12.2016, 13:46 by Shofiur Rahman, Hirotsugu Tomiyasu, Hiroto Kawazoe, Jiang-Lin Zhao, Hang Cong, Xin–Long Ni, Xi Zeng, Mark Elsegood, Thomas G. Warwick, Simon J. Teat, Carl Redshaw, P.E. Georghiou, Takehiko Yamato
Three novel thiacalixarene receptors 4a-c each with a 1,3-alternate conformation and possessing two urea moieties linking various phenyl groups substituted with either para electron-donating or -withdrawing groups have been synthesized. The binding properties of these receptors were investigated by means of 1H NMR spectroscopy and UV-vis absorption titration experiments using various anions. The structures and complexation energies were also studied by density functional theory (DFT) methods. The results suggested that receptor 4c, which possesses two p-(trifluoromethyl)phenyl ureido moieties, can complex most efficiently in the urea cavity and exhibits high selectivity towards F- and AcO- ions.
OTEC at Saga University and the International Cooperation Projects of Guizhou Province (No. 20137005). CR thanks the EPSRC for a travel grant.