A study of anion binding behaviour of 1,3-alternate thiacalix[4]arene-based receptors bearing urea moieties

Rahman, Shofiur; Tomiyasu, Hirotsugu; Kawazoe, Hiroto; Zhao, Jiang-Lin; Cong, Hang; Ni, Xin-Long; Zeng, Xi; Elsegood, Mark R. J.; Warwick, Thomas G.; Teat, Simon J.; Redshaw, Carl; Georghiou, Paris E.; Yamato, Takehiko

Abstract

© 2016 The Royal Society of Chemistry and the Centre National de la Recherche Scientifique. Three novel thiacalix[4]arene receptors 4 a-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 1 H 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 4 c , 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.

Citation

Rahman, S., Tomiyasu, H., Kawazoe, H., Zhao, J., Cong, H., Ni, X., …Yamato, T. (2016). A study of anion binding behaviour of 1,3-alternate thiacalix[4]arene-based receptors bearing urea moieties. New journal of chemistry = Nouveau journal de chimie, 40(11), 9245-9251. https://doi.org/10.1039/c6nj00923a

• Journal Article Type: Article
• Acceptance Date: Sep 7, 2016
• Online Publication Date: Sep 12, 2016
• Publication Date: Sep 12, 2016
• Deposit Date: Sep 16, 2016
• Publicly Available Date: Sep 16, 2016
• Journal: New journal of chemistry
• Print ISSN: 1144-0546
• Electronic ISSN: 1369-9261
• Publisher: Royal Society of Chemistry
• Peer Reviewed: Peer Reviewed
• Volume: 40
• Issue: 11
• Pages: 9245-9251
• DOI: https://doi.org/10.1039/c6nj00923a
• Keywords: Thiacalix[4]arene receptors
• Public URL: https://hull-repository.worktribe.com/output/443177
• Publisher URL: http://pubs.rsc.org/en/content/articlelanding/2016/nj/c6nj00923a#!divAbstract
• Additional Information: Authors' accepted manuscript of article published in: New journal of chemistry, 2016, issue 11