Solvent‐Controlled Quadruple Catenation of Giant Chiral (8+12) Salicylimine Cubes Driven by Weak Hydrogen Bonding

Abstract: Mechanically interlocked structures are fascinating synthetic targets and the topological complexity achieved through catenation offers numerous possibilities for the construction of new molecules with exciting properties. In the structural space of catenated organic cage molecules, only few examples have been realized so far, and control over the catenation process in solution is still barely achieved. Herein, we describe the formation of a quadruply interlocked catenane of giant chiral [8+12] salicylimine cubes. The formation could be controlled by the choice of solvent used in the reaction. The interlocked structure was unambiguously characterized by single crystal X‐ray diffraction and weak hydrogen bonding was identified as a central driving force for the catenation. Furthermore, scrambling experiments using partially deuterated cages were performed, revealing that the catenane formation occurs through mechanical interlocking of preformed single cages.

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

Bibliographic citation
Solvent‐Controlled Quadruple Catenation of Giant Chiral (8+12) Salicylimine Cubes Driven by Weak Hydrogen Bonding ; day:23 ; month:02 ; year:2023 ; extent:11
Angewandte Chemie ; (23.02.2023) (gesamt 11)

Creator
Wagner, Philippe
Rominger, Frank
Gross, Jürgen H.
Mastalerz, Michael

DOI
10.1002/ange.202217251
URN
urn:nbn:de:101:1-2023022414035549696251
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
14.08.2025, 10:55 AM CEST

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