One-pot synthesis of a giant twisted double-layer chiral macrocycle via [4+8] imine condensation and its X-ray structure  

作　　者：Yu Pang Min Wang Ning-Hua Yang Min Xue Yong Yang 

机构地区：[1]School of Science,Department of Physics,Key Laboratory of Optical Field Manipulation of Zhejiang Province,Zhejiang Sci-Tech University,Hangzhou 310018,China [2]School of Chemistry and Chemical Engineering,Key Laboratory of Surface&Interface Science of Polymer Materials of Zhejiang Province,Zhejiang Sci-Tech University,Hangzhou310018,China

出　　处：《Chinese Chemical Letters》2024年第10期241-243,共3页中国化学快报（英文版）

基　　金：supported by the National Natural Science Foundation of China(Nos.21971223 and 21772178)。

摘　　要：Trifluoroacetic acid(TFA)catalyzed condensation reaction between tetraaminooxacalix[4]arene and N-alkylcarbazole-3,6-dicarbaldehyde in CH_(2)Cl2afforded a single product in 87%–89%yield.Well-defined yet undissolvable1H NMR spectra suggested formation of robust and discrete structures in solution.X-ray single crystal analysis further revealed a giant twisted double-layer chiral macrocycle in the solid state,which was formed from[4+8]condensation of the two reactants via 16 imine bonds.DFT calculations discovered that only the[4+8]twisted product is thermodynamically favorable,which accounts for its highly selective and efficient formation out of a library of many other combinations.

关 键 词：One-pot synthesis arene Dynamic covalent chemistry Chiral macrocycle X-ray single crystal 

分 类 号：O621.251[理学—有机化学] O641.3[理学—化学]