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Updated: May 20, 2025

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
High-affinity 1 : 2 recognition based on naphthyl-azocalix[4]arene and its application as a cleavable noncovalent
Shun-Yu Yao1, An-Kang Ying1, Wen-Chao Geng1
1College of Chemistry, State Key Laboratory of Elemento-Organic Chemistry, Key Laboratory of Functional Polymer Materials (Ministry of Education), Frontiers Science Center for New Organic Matter, Collaborative Innovation Center of Chemical Science and Engineering, Nankai University 300071 Tianjin China dshguo@nankai.edu.cn.
Abstract:
Macrocyclic hosts which can bind two guests simultaneously with high affinity, such as cucurbit[8]uril, are highly useful for a wide range of applications by acting as noncovalent connectors. However, the integration of stimuli-controlled release properties into such robust noncovalent connectors would be even more desirable. Here, we introduce Naph-SAC4A, a naphthyl-extended deep-cavity azocalix[4]arene with hypoxia-responsiveness, which exhibits exceptional 1 : 2 hosting abilities for organic dyes in aqueous solution with affinities ranging from 1014 to 1016 M-2. Furthermore, Naph-SAC4A was employed as a robust hypoxia-cleavable noncovalent connector to construct linear supramolecular polymers and crosslinked supramolecular hydrogels. Both structures exhibit responsiveness to hypoxic stimuli. With its high-affinity 1 : 2 recognition, unique hypoxia-responsiveness, and easy accessibility, Naph-SAC4A holds great potential for smart supramolecular polymeric materials.
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