抄録
Hexagonal shape-persistent macrocycles (SPMs) consisting of three pyridine and three phenol rings linked with acetylene bonds were developed as a preorganized host for saccharide recognition by push–pull-type hydrogen bonding. Three tert-butyl or 2,4,6-triisopropylphenyl substituents were introduced on the host to suppress self-aggregation by steric hindrance. In spite of the simple architecture, association constants Kaof the host with alkyl glycoside guests reached the order of 106m−1on the basis of UV/Vis titration experiments. This glycoside recognition was much stronger than that in the cases of acyclic equivalent hosts because of the entropic advantage brought by preorganization of the hydrogen-bonding sites. Solid–liquid extraction and liquid–liquid transport through a liquid membrane were demonstrated by using native saccharides, and much preference to mannose was observed.
本文言語 | 英語 |
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ページ(範囲) | 18944-18952 |
ページ数 | 9 |
ジャーナル | Chemistry - A European Journal |
巻 | 22 |
号 | 52 |
DOI | |
出版ステータス | 出版済み - 2016/12/23 |
ASJC Scopus 主題領域
- 触媒
- 有機化学