Chiral Truxene-Based Self-Assembled Cages: Triple Interlocking and Supramolecular Chirogenesis.

Simon Séjourné, Antoine Labrunie,Clément Dalinot,David Canevet, Romain Guechaichia, Jennifer Bou Zeid, Amina Benchohra,Thomas Cauchy, Arnaud Brosseau,Magali Allain, Cécile Chamignon, Jasmine Viger-Gravel,Guido Pintacuda,Vincent Carré,Frédéric Aubriet,Nicolas Vanthuyne,Marc Sallé,Sébastien Goeb

Angewandte Chemie (International ed. in English)(2024)

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摘要
Incorporating chiral elements in host-guest systems currently attracts much attention because of the major impact such structures may have in a wide range of applications, from pharmaceuticals to materials science and beyond. Moreover, the development of multi-responsive and -functional systems is highly desirable since they offer numerous benefits. In this context, we describe herein the construction of a metal-driven self-assembled cage that associates a chiral truxene-based ligand and a bis-ruthenium complex. The maximum separation between both facing chiral units in the assembly is fixed by the intermetallic distance within the lateral bis-ruthenium complex (8.4 Å). The resulting chiral cavity was shown to encapsulate polyaromatic guest molecules, but also to afford a chiral triply interlocked [2]catenane structure. The formation of the latter occurs at high concentration, while its disassembly could be achieved by the addition of a planar achiral molecule. Interestingly the planar achiral molecule exhibits induced circular dichroism signature when trapped within the chiral cavity, thus demonstrating the ability of the cage to induce supramolecular chirogenesis.
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