“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.