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A hexahomotrioxacalix[3]arene-based ditopic receptor for alkylammonium ions controlled by Ag+Ions

  • Author(s): Jiang, XK
  • Ikejiri, Y
  • Wu, C
  • Rahman, S
  • Georghiou, PE
  • Zeng, X
  • Elsegood, MRJ
  • Redshaw, C
  • Teat, SJ
  • Yamato, T
  • et al.
Abstract

© 2018 by the authors. A receptor cone-1 based on a hexahomotrioxacalix[3]arene bearing three pyridyl groups was successfully synthesized, which has a C3-symmetric conformation and is capable of binding alkylammonium and metal ions simultaneously in a cooperative fashion. It can bind alkylammonium ions through the π-cavity formed by three aryl rings. This behaviour is consistent with the cone-in/cone-out conformational rearrangement needed to reorganize the cavity for endo-complexation. As a C3-symmetrical pyridyl-substituted calixarene, receptor cone-1 can also bind an Ag+ion, and the nitrogen atoms are turned towards the inside of the cavity and interact with Ag+. After complexation of tris(2-pyridylamide) derivative receptor cone-1 with Ag+, the original C3-symmetry was retained and higher complexation selectivity for n-BuNH3+versus t-BuNH3+was observed. Thus, it is believed that this receptor will have a role to play in the sensing, detection, and recognition of Ag+and n-BuNH3+ions.

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