Guest-regulated chirality switching of planar chiral pseudo[1]catenanes

pseudo[1]Catenane 3 is in a self-included conformation in chloroform, but in dichloromethane, it exists in an equilibrium between the self-included conformational state and a de-threading one. The planar chirality inversion of 3 can be triggered by the host-guest complexation of 3 with adiponitrile...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2018, Vol.16 (12), p.2028-2032
Main Authors: Yang, Ya-Fen, Hu, Wei-Bo, Shi, Lei, Li, Sheng-Gang, Zhao, Xiao-Li, Liu, Yahu A, Li, Jiu-Sheng, Jiang, Biao, Ke, Wen
Format: Article
Language:English
Subjects:
Alkanes
Chains
Chirality
Chloroform
Conformation
Dichloromethane
Inversion
Switching
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Summary:pseudo[1]Catenane 3 is in a self-included conformation in chloroform, but in dichloromethane, it exists in an equilibrium between the self-included conformational state and a de-threading one. The planar chirality inversion of 3 can be triggered by the host-guest complexation of 3 with adiponitrile G, but the extent of such chiral switching depends on the length of self-included bis(pyrazin-2-yloxy)alkane chains in 3 - longer chains are more favored than shorter ones in the inversion.
ISSN:1477-0520
1477-0539
DOI:10.1039/c8ob00156a