Preferential Recognition and Extraction to Pentoses over Hexoses by a D6 h-Symmetrical Ethynylphenol Macrocycle with Six Inner Phenolic Hydroxy Groups

Tomoya Hayashi; Yuki Ohishi; Hajime Abe; Masahiko Inouye

doi:10.1021/acs.joc.9b02639

Preferential Recognition and Extraction to Pentoses over Hexoses by a D_{6 h}-Symmetrical Ethynylphenol Macrocycle with Six Inner Phenolic Hydroxy Groups

Tomoya Hayashi, Yuki Ohishi^*, Hajime Abe, Masahiko Inouye^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

12 Scopus citations

Abstract

A macrocycle consisting of six ethynylphenol units was developed as a host architecture for saccharides. The rigid framework of the macrocycle suppressed the intramolecular hydrogen-bonding between adjacent phenolic hydroxy groups and recognized saccharides by intermolecular hydrogen-bonding within the hole. The well-defined hydrogen-bonding sites enabled the size-selective guest recognition and showed preference to pentoses over hexoses.

Original language	English
Pages (from-to)	1927-1934
Number of pages	8
Journal	Journal of Organic Chemistry
Volume	85
Issue number	4
DOIs	https://doi.org/10.1021/acs.joc.9b02639
State	Published - 2020/02/21

ASJC Scopus subject areas

Organic Chemistry

Access to Document

10.1021/acs.joc.9b02639

Cite this

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title = "Preferential Recognition and Extraction to Pentoses over Hexoses by a D6 h-Symmetrical Ethynylphenol Macrocycle with Six Inner Phenolic Hydroxy Groups",

abstract = "A macrocycle consisting of six ethynylphenol units was developed as a host architecture for saccharides. The rigid framework of the macrocycle suppressed the intramolecular hydrogen-bonding between adjacent phenolic hydroxy groups and recognized saccharides by intermolecular hydrogen-bonding within the hole. The well-defined hydrogen-bonding sites enabled the size-selective guest recognition and showed preference to pentoses over hexoses.",

author = "Tomoya Hayashi and Yuki Ohishi and Hajime Abe and Masahiko Inouye",

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AU - Ohishi, Yuki

AU - Abe, Hajime

AU - Inouye, Masahiko

PY - 2020/2/21

Y1 - 2020/2/21

N2 - A macrocycle consisting of six ethynylphenol units was developed as a host architecture for saccharides. The rigid framework of the macrocycle suppressed the intramolecular hydrogen-bonding between adjacent phenolic hydroxy groups and recognized saccharides by intermolecular hydrogen-bonding within the hole. The well-defined hydrogen-bonding sites enabled the size-selective guest recognition and showed preference to pentoses over hexoses.

AB - A macrocycle consisting of six ethynylphenol units was developed as a host architecture for saccharides. The rigid framework of the macrocycle suppressed the intramolecular hydrogen-bonding between adjacent phenolic hydroxy groups and recognized saccharides by intermolecular hydrogen-bonding within the hole. The well-defined hydrogen-bonding sites enabled the size-selective guest recognition and showed preference to pentoses over hexoses.

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M3 - 学術論文

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