Molecular Russian dolls

Kang Cai, Mark C. Lipke, Zhichang Liu, Jordan Nelson, Tao Cheng, Yi Shi, Chuyang Cheng, Dengke Shen, Ji-Min Han, Suneal Vemuri, Yuanning Feng, Charlotte L. Stern, William A. Goddard, Michael R. Wasielewski and J. Fraser Stoddart ()
Additional contact information
Kang Cai: Northwestern University
Mark C. Lipke: Northwestern University
Zhichang Liu: Westlake University
Jordan Nelson: Northwestern University
Tao Cheng: California Institute of Technology (MC139-74)
Yi Shi: Northwestern University
Chuyang Cheng: Northwestern University
Dengke Shen: Northwestern University
Ji-Min Han: Northwestern University
Suneal Vemuri: Northwestern University
Yuanning Feng: Northwestern University
Charlotte L. Stern: Northwestern University
William A. Goddard: California Institute of Technology (MC139-74)
Michael R. Wasielewski: Northwestern University
J. Fraser Stoddart: Northwestern University

Nature Communications, 2018, vol. 9, issue 1, 1-8

Abstract: Abstract The host-guest recognition between two macrocycles to form hierarchical non-intertwined ring-in-ring assemblies remains an interesting and challenging target in noncovalent synthesis. Herein, we report the design and characterization of a box-in-box assembly on the basis of host-guest radical-pairing interactions between two rigid diradical dicationic cyclophanes. One striking feature of the box-in-box complex is its ability to host various 1,4-disubstituted benzene derivatives inside as a third component in the cavity of the smaller of the two diradical dicationic cyclophanes to produce hierarchical Russian doll like assemblies. These results highlight the utility of matching the dimensions of two different cyclophanes as an efficient approach for developing new hybrid supramolecular assemblies with radical-paired ring-in-ring complexes and smaller neutral guest molecules.

Date: 2018
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DOI: 10.1038/s41467-018-07673-1

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