Hydrogen‐Bonding‐Mediated Dynamic Covalent Synthesis of Macrocycles and Capsules: New Receptors for Aliphatic Ammonium Ions and the Formation of Pseudo[3]rotaxanes
State Key Laboratory of Bio‐Organic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032 (China), Fax: (+86)?21‐6416 6128
Abstract:
Dynamic covalent synthesis! Intramolecular hydrogen‐bonding induces amino‐ and aldehyde‐appended aryl amides to adopt a rigid “V”‐shaped conformation. As a result, stable two‐layered capsules can be assembled quantitatively through the one‐step formation of six imine bonds. The new capsules form complexes with aliphatic diammonium ions to give unique two‐layered pseudo[3]rotaxanes (see figure).