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Bancroft, Laura; Qiu, Yunfan; Krzyaniak, Matthew D.; Wasielewski, Michael R. (, The Journal of Physical Chemistry Letters)
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Wu, Yong; Guo, Qing-Hui; Qiu, Yunyan; Weber, Jacob A.; Young, Ryan M.; Bancroft, Laura; Jiao, Yang; Chen, Hongliang; Song, Bo; Liu, Wenqi; et al (, Proceedings of the National Academy of Sciences)Although catenanes comprising two ring-shaped components can be made in large quantities by templation, the preparation of three-dimensional (3D) catenanes with cage-shaped components is still in its infancy. Here, we report the design and syntheses of two 3D catenanes by a sequence of S N 2 reactions in one pot. The resulting triply mechanically interlocked molecules were fully characterized in both the solution and solid states. Mechanistic studies have revealed that a suit[3]ane, which contains a threefold symmetric cage component as the suit and a tribromide component as the body, is formed at elevated temperatures. This suit[3]ane was identified as the key reactive intermediate for the selective formation of the two 3D catenanes which do not represent thermodynamic minima. We foresee a future in which this particular synthetic strategy guides the rational design and production of mechanically interlocked molecules under kinetic control.more » « less
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Bancroft, Laura; Zhang, Jinyuan; Harvey, Samantha M.; Krzyaniak, Matthew D.; Zhang, Peng; Schaller, Richard D.; Beratan, David N.; Young, Ryan M.; Wasielewski, Michael R. (, The Journal of Physical Chemistry A)null (Ed.)
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