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

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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.

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

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Publication details

The article was received on 21 Jan 2019, accepted on 19 Feb 2019 and first published on 19 Feb 2019


Article type: Communication
DOI: 10.1039/C9CC00517J
Citation: Chem. Commun., 2019, Advance Article

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

    T. Nakamura, S. Yonemura and T. Nabeshima, Chem. Commun., 2019, Advance Article , DOI: 10.1039/C9CC00517J

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