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“Choose-a-size” control in the synthesis of sucrose based urea and thiourea macrocycles

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Abstract

Highly efficient synthesis of monomeric and dimeric thiourea macrocycles with a per-O-benzylated sucrose scaffold is reported. Application of flow synthesis results in exclusive formation of a monomer in 79% yield. Batch synthesis provides two isomeric dimers in 85% yield. Dimers are capable of anion binding via two thiourea groups acting cooperatively.

Graphical abstract: “Choose-a-size” control in the synthesis of sucrose based urea and thiourea macrocycles

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Publication details

The article was received on 07 Jun 2018, accepted on 02 Aug 2018 and first published on 03 Aug 2018


Article type: Paper
DOI: 10.1039/C8OB01340C
Citation: Org. Biomol. Chem., 2018, Advance Article
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    “Choose-a-size” control in the synthesis of sucrose based urea and thiourea macrocycles

    K. Łęczycka-Wilk, F. Ulatowski, P. Cmoch and S. Jarosz, Org. Biomol. Chem., 2018, Advance Article , DOI: 10.1039/C8OB01340C

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