Issue 33, 2018

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

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

Supplementary files

Article information

Article type
Paper
Submitted
07 Jun 2018
Accepted
02 Aug 2018
First published
03 Aug 2018

Org. Biomol. Chem., 2018,16, 6063-6069

“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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