Spontaneous macrocyclization through multiple dynamic cyclic aminal formation. Issue 10 (15th January 2021)

• Record Type: Journal Article
• Authors: Carbajo, Daniel; Ruiz-Sánchez, Antonio Jesús; Nájera, Francisco; Pérez-Inestrosa, Ezequiel; Alfonso, Ignacio
• Is Part Of: Chemical communications. Volume 57:Issue 10(2021)
• Page Start: 1190
• Page End: 1193
• Publication Date: 2021-01-15
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d0cc07184f
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : The efficient cyclic aminal formation leads to the stereoselective synthesis of the corresponding [2+2] macrocycles, for which the dynamic covalent nature of the aminal bond can be controlled under specific conditions. Abstract : The use of aminals in dynamic covalent chemistry is slightly underexplored, probably due to their inherent instability. Here we report the spontaneous [2+2] macrocyclization of tetrakis(aminals). Their unexpected stability and structural modularity, the dynamic nature of the connections and their water tolerance make them appealing systems for future applications as stimulus-responsive materials.