Substituent‐Driven Anion‐Binding Selectivity in Aliphatic Chain‐Substituted 1,2‐Phenylene Urea Macrocycles and Optimized Synthetic Methodology

Abstract: 1,2‐Phenylene tetraurea macrocycles recently attracted attention as self‐assembled channel‐making compounds with high selectivity to chlorides. Here, we report on the introduction of aliphatic chains in the periphery of the 1,2‐phenylene tetraurea macrocycle, which led to deterioration in the ability of the macrocycle to form channels and to a reversal of anion binding preferences in favour of dihydrogen phosphate. In addition, we have developed a new method of synthesis of 1,2‐phenylene tetraurea macrocycle, using a direct click of two diamino ureido derivatives by triphosgene in the presence of chloride template. This approach saves time and eliminates demanding isolation of the non‐cyclic tetrameric intermediates.

Object Details

• Location: Deutsche Nationalbibliothek Frankfurt am Main
• Extent: Online-Ressource
• Language: Englisch

References and Relationships

• Bibliographic citation: Substituent‐Driven Anion‐Binding Selectivity in Aliphatic Chain‐Substituted 1,2‐Phenylene Urea Macrocycles and Optimized Synthetic Methodology ; day:07 ; month:01 ; year:2025 ; extent:8 ; ChemistryOpen ; (07.01.2025) (gesamt 8)

Contributors, Places and Time

• Creator: Svobodová, Kateřina ; Eigner, Václav ; Brancale, Andrea ; Cuřínová, Petra ; Himl, Michal

Further information

• DOI: 10.1002/open.202400469
• URN: urn:nbn:de:101:1-2501081319104.832503390282
• Rights: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
• Last update: 15.08.2025, 7:38 AM CEST