"Choose-a-size" control in the synthesis of sucrose based urea and thiourea macrocycles. Issue 33 (9th August 2018)

• Record Type: Journal Article
• Authors: Łęczycka-Wilk, Katarzyna; Ulatowski, Filip; Cmoch, Piotr; Jarosz, Sławomir
• Is Part Of: Organic & biomolecular chemistry. Volume 16:Issue 33(2018)
• Page Start: 6063
• Page End: 6069
• Publication Date: 2018-08-09
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c8ob01340c
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : High yield synthesis of either monomeric or dimeric sucrose-based macrocycles is just a matter of choice – flow or batch synthesis. 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.