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Issue 33, 2018
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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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Supplementary files

Article information


Submitted
07 Jun 2018
Accepted
02 Aug 2018
First published
03 Aug 2018

Org. Biomol. Chem., 2018,16, 6063-6069
Article type
Paper

“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, 16, 6063
DOI: 10.1039/C8OB01340C

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