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合成全(5-N-羧甲酰胺基-5-去羟甲基)-β-环糊精及其利用多重氢键的选择性识别能力。

Synthesis of per(5-N-carboxamide-5-dehydroxylmethyl)-β-cyclodextrins and their selective recognition ability utilizing multiple hydrogen bonds.

机构信息

Graduate School of Pure and Applied Sciences and Tsukuba Research Center for Energy Materials Science (TREMS), University of Tsukuba, 1-1-1 Tennodai, Tsukuba, Ibaraki 305-8571, Japan.

出版信息

Chem Commun (Camb). 2019 Apr 7;55(27):3872-3875. doi: 10.1039/c9cc00517j. Epub 2019 Feb 25.

Abstract

Per(5-N-carboxamide-5-dehydroxylmethyl)-β-cyclodextrin derivatives with seven equivalent amide groups directly attached to each pyranose ring were synthesized. The amide cyclodextrins show unique recognition properties toward hydrogen phosphonate anions. An X-ray crystallographic analysis revealed its recognition mode in which unsymmetrically arranged amide groups play distinctive roles both as a hydrogen bond donor and acceptor.

摘要

合成了具有七个等效酰胺基团直接连接到每个吡喃糖环上的 Per(5-N-羧酰胺-5-去羟甲基)-β-环糊精衍生物。酰胺环糊精对氢膦酸阴离子表现出独特的识别特性。X 射线晶体学分析揭示了其识别模式,其中不对称排列的酰胺基团既作为氢键供体又作为氢键受体发挥独特作用。

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