β-D-Galactose-Functionalized Pillar[5]arene With Interesting Planar-Chirality for Constructing Chiral Nanoparticles

Planar-chiral pillar[5]arenes bearing β-D-galactose substituents on both rims have been successfully synthesized and effectively separated by silica gel chromatography with a high yield. The obtained ( )- and ( )-β-D-galactose functionalized pillar[5]arenes [( )- and ( )- ] exhibit the and planar chirality. Furthermore, ( )- and ( )- can not racemize according to dynamic H NMR and CD spectra. Notably, is able to capture a guest molecule ( ) to form a host-guest supramolecular amphiphile, which can further self-assemble into chiral nanoparticles with the and planar chirality of ( )- and ( )- still being retained, suggesting could be as reliable chiral sources to transfer the and planar chirality.