Preferential Recognition and Extraction to Pentoses over Hexoses by a D6h-Symmetrical Ethynylphenol Macrocycle with Six Inner Phenolic Hydroxy Groups

By Tomoya HayashiYuki Ohishi, Hajime Abe, Masahiko Inouye

March 24, 2020

  • Year

  • Technique

  • Industry

Title

Preferential Recognition and Extraction to Pentoses over Hexoses by a D6h-Symmetrical Ethynylphenol Macrocycle with Six Inner Phenolic Hydroxy Groups

Author

Tomoya HayashiYuki Ohishi, Hajime Abe, Masahiko Inouye

Year

2020

Journal

Journal of Organic Chemistry

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.

Full Article

https://pubs.acs.org/doi/abs/10.1021/acs.joc.9b02639

Instrument

V-650, J-720, FP-6500

Keywords

Absorption, Ligand binding, Fluorescence, Circular dichroism, Stereochemistry, Organic chemistry