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Abstract
A pillararene analog featuring four imine moieties was successfully constructed in quantitative yield. Despite having a cavity size and electron density similar to pillar[5]arene, the rhombic geometry of the more flexible host enables complexing polysubstituted cyanobenzenes and endo-cavity hydrogen bonding. Apart from guest complementarity to pillararenes, the structure could be postfunctionalized in 96% yield by reduction to afford rectangular amine macrocycles.
Supplementary materials
Title
Supplemantary data
Description
The supporting information includes experimental procedures, characterization data (1H-NMR, 13C-NMR, HRMS) of synthesized compounds, host-guest binding studies, X-ray crystallographic information and computational details.
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