Cyclicurilarenes: Hybridizing Bambusurils with Macrocyclic Arenes
Mingyue Wen1, Wenhao Lin1, Xixian Sun1,2
1Key Laboratory of Mesoscopic Chemistry of MOE, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China.
Abstract:
Our cyclicurilarene receptor family has been extended by coupling of 2,4-dimethylglycoluril with bis(bromomethyl)-substituted dimethoxybenzene through nucleophilic substitution, yielding macrocycles with conformational flexibility that can adapt to different-sized substrates, resembling bambusurils. Anti/syn-configurations of the two glycoluril units in "Ding"-shaped cyclicurilarenes induce distinct acetonitrile positions in the solid state, and inward-oriented glycoluril forms intracavity hydrogen bonds with alanine derivative in chloroform. Four- and six-membered cyclicurilarenes featuring alternating dimethoxybenzene and glycoluril units were synthesized.
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