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A Hexahomotrioxacalix[3]arene-Based Ditopic Receptor for Alkylammonium Ions Controlled by Ag? Ions.


ABSTRACT: A receptor cone-1 based on a hexahomotrioxacalix[3]arene bearing three pyridyl groups was successfully synthesized, which has a C?-symmetric conformation and is capable of binding alkylammonium and metal ions simultaneously in a cooperative fashion. It can bind alkylammonium ions through the ?-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?-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?-symmetry was retained and higher complexation selectivity for n-BuNH?? versus t-BuNH?? 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?+ ions.

SUBMITTER: Jiang XK 

PROVIDER: S-EPMC6017278 | biostudies-literature | 2018 Feb

REPOSITORIES: biostudies-literature

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A Hexahomotrioxacalix[3]arene-Based Ditopic Receptor for Alkylammonium Ions Controlled by Ag⁺ Ions.

Jiang Xue-Kai XK   Ikejiri Yusuke Y   Wu Chong C   Rahman Shofiur S   Georghiou Paris E PE   Zeng Xi X   Elsegood Mark R J MRJ   Redshaw Carl C   Teat Simon J SJ   Yamato Takehiko T  

Molecules (Basel, Switzerland) 20180221 2


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 -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-sub  ...[more]

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