A hexahomotrioxacalixarene-based ditopic receptor for alkylammonium ions controlled by Ag+Ions
journal contributionposted on 19.04.2018 by Xue-Kai Jiang, Yusuke Ikejiri, Chong Wu, Shofiur Rahman, P.E. Georghiou, Xi Zeng, Mark Elsegood, Carl Redshaw, Simon J. Teat, Takehiko Yamato
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© 2018 by the authors. A receptor cone-1 based on a hexahomotrioxacalixarene bearing three pyridyl groups was successfully synthesized, which has a C 3 -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 C 3 -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 C 3 -symmetry was retained and higher complexation selectivity for n-BuNH 3 + versus t-BuNH 3 + 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-BuNH 3 + ions.
This work was performed under the Cooperative Research Program of the “Network Joint Research Center for Materials and Devices (Institute for Materials Chemistry and Engineering, Kyushu University)”.