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Synthesis of a Pillar[5]arene‐Based Heteroditopic Host and Its Complexation with n ‐Octyltriethylammonium Salts
Author(s) -
Gao Lingyan,
Dong Shengyi,
Zheng Bo,
Huang Feihe
Publication year - 2013
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.201201590
Subject(s) - chemistry , urea , counterion , chloroform , pillar , host–guest chemistry , affinities , stereochemistry , polymer chemistry , combinatorial chemistry , ion , organic chemistry , molecule , supramolecular chemistry , structural engineering , engineering
A new pillar[5]arene‐based heteroditopic receptor containing a urea anion recognition site was designed and made. It was demonstrated that the introduction of the urea group remarkably promoted the binding affinity to n ‐octyltriethylammonium salts with different counterions in chloroform, as the corresponding monotopic host, 1,4‐dimethoxypillar[5]arene, showed weak complexation with these guests. The important role of the urea unit was investigated and it was shown that the urea group and the macrocyclic unit not only provided positioned binding sites for the guests but also acted cooperatively in binding these guests.