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Synthesis of A Bis‐Macrotricyclic Host and Its Complexation with Secondary Ammonium Salts: An Acid–Base Switchable Molecular Handcuff
Author(s) -
Guo JiaBin,
Xiang JunFeng,
Chen ChuanFeng
Publication year - 2010
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201000675
Subject(s) - chemistry , salt (chemistry) , ammonium , triptycene , host (biology) , base (topology) , polymer chemistry , acid–base reaction , solid state , stereochemistry , organic chemistry , ecology , mathematical analysis , mathematics , biology
A novel triptycene‐derived bis‐macrotricyclic host was designed and synthesized. The host was shown to form a 1:4 stable complex with 4 equiv. of dibenzylammonium salt in solution and in the solid state. Moreover, it was found that the host with multicavities could also self‐assemble with 2 equiv. of bis‐secondary ammonium salt to form a handcuff‐like structure under the tested condition ([ 1 ] 0 = 3.0 m M ). The complexation and decomplexation of the assembly could be further chemically controlled by the stimuli of acid and base.