Premium
Application of “Click” Chemistry to the Construction of Supramolecular Functional Systems
Author(s) -
Xu Liang,
Li Yongjun,
Li Yuliang
Publication year - 2014
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201300245
Subject(s) - chemistry , supramolecular chemistry , foldamer , cycloaddition , click chemistry , combinatorial chemistry , catenane , amide , azide , nitrogen atom , alkyne , molecule , stereochemistry , ring (chemistry) , catalysis , organic chemistry
The aim of this article is to summarize the recent advances in the synthesis of functional systems based on Cu I ‐catalyzed azide‐alkyne cycloaddition reaction. This reaction has the ability to exclusively afford 1,4‐disubstituted 1,2,3‐triazoles regioselectively, which have several features. First, such triazoles have a polarized CH bond, which could be used as a H‐bond donor. Second, its atom arrangement and electronic properties are similar to those of a peptide bond, making it a candidate for an amide surrogate. Third, it has three nitrogen atoms, two of which could be used as coordinating sites for metal ions. Based on these features, 1,2,3‐triazoles have potential applications in the construction of supramolecular functional systems. The design and synthesis strategies for anion receptors, bioactive macrocycles, and molecular machines are reviewed here. And in this scope we focus on foldamer‐based receptors, macrocycle‐based receptors, macrocyclic carbohydrates, macrocyclic peptides, catenanes, and rotaxanes.