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Visible-Light Responsive Sucrose-Containing Macrocyclic Host for Cations.

ABSTRACT: Chiral photoresponsive host 1 was prepared by a high-yield Cs₂CO₃-templated macrocyclization. Trans-1 transforms into long-lived cis-1 (25 days) upon irradiation with green light, and the backward transformation is triggered by blue light. Both isomers prefer potassium among alkali metal cations, and cis-1 binds cations stronger than trans-1 (K_cis/K_trans ≤ 4.1). ¹H NMR titration experiments as well as density functional theory studies reveal that sucrose ring oxygen residues and azobenzene nitrogen atoms in 1 contribute to cation coordination.

SUBMITTER: Sokolowska P

PROVIDER: S-EPMC8041374 | biostudies-literature | 2021 Apr

REPOSITORIES: biostudies-literature

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Visible-Light Responsive Sucrose-Containing Macrocyclic Host for Cations.

Sokołowska Patrycja P Dąbrowa Kajetan K Jarosz Sławomir S

Organic letters 20210317 7

Chiral photoresponsive host 1 was prepared by a high-yield Cs2CO3-templated macrocyclization. Trans-1 transforms into long-lived cis-1 (25 days) upon irradiation with green light, and the backward transformation is triggered by blue light. Both isomers prefer potassium among alkali metal cations, and cis-1 binds cations stronger than trans-1 (Kcis/Ktrans ≤ 4.1). 1H ...[more]

PMID: 33729804

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