Template-Free Synthesis of a Molecular Solomon Link by Two-Component Self-Assembly

A molecular Solomon link was synthesized in high yield through the template‐free, coordination‐driven self‐assembly of a carbazole‐functionalized donor and a tetracene‐based dinuclear ruthenium(II) acceptor. The doubly interlocked topology was realized by a strategically chosen ligand which was capa...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2016-02, Vol.55 (6), p.2007-2011
Main Authors: Song, Young Ho, Singh, Nem, Jung, Jaehoon, Kim, Hyunuk, Kim, Eun-Hee, Cheong, Hae-Kap, Kim, Yousoo, Chi, Ki-Whan
Format: Article
Language:English
Subjects:
Assemblies
Carbazole
Carbazoles
Chemical bonds
Chemical synthesis
Computer applications
Construction
noncovalent interactions
Ruthenium
Ruthenium compounds
Self-assembly
Single crystals
structure elucidation
supramolecular chemistry
Topology
X ray analysis
X-ray diffraction
Yield
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Summary:A molecular Solomon link was synthesized in high yield through the template‐free, coordination‐driven self‐assembly of a carbazole‐functionalized donor and a tetracene‐based dinuclear ruthenium(II) acceptor. The doubly interlocked topology was realized by a strategically chosen ligand which was capable of participating in multiple CH⋅⋅⋅π and π–π interactions, as evidenced from single‐crystal X‐ray analysis and computational studies. This method is the first example of a two‐component self‐assembly of a molecular Solomon link using a directional bonding approach. The donor alone was not responsible for the construction of the Solomon link, and was confirmed by its noncatenane self‐assemblies obtained with other similar ruthenium(II) acceptors. Link up: A molecular Solomon link has been prepared by using the title reaction. This template‐free approach favors the doubly interlocked [2]catenane because of multiple π–π and CH⋅⋅⋅π interactions, as evidenced by X‐ray crystal structure and computational analysis.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201508257