Size-Control by Anion Templating in Mechanochemical Synthesis of Hemicucurbiturils in the Solid State

Sandra Kaabel, Robin S. Stein, Maria Fomitšenko, Ivar Järving, Tomislav Friščić*, Riina Aav*

*Corresponding author for this work

Research output: Contribution to journalArticleScientificpeer-review

17 Citations (Scopus)

Abstract

Self-organization is one of the most intriguing phenomena of chemical matter. While the self-assembly of macrocycles and cages in dilute solutions has been extensively studied, it remains poorly understood in solvent-free environments. Provided here is the first example of using anionic templates to achieve selective assembly of differently-sized macrocycles in a solvent-free system. Using acid-catalyzed synthesis of cyclohexanohemicucurbiturils as a model, size-controlled, quantitative synthesis of 6- or 8-membered macrocycles by spontaneous anion-directed reorganization of mechanochemically-made oligomers in the solid state is demonstrated.
Original languageEnglish
Pages (from-to)6230-6234
JournalAngewandte Chemie - International Edition
Volume58
Issue number19
Early online date21 Jan 2019
DOIs
Publication statusPublished - 6 May 2019
MoE publication typeA1 Journal article-refereed

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