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Hematoxylin has a V-shaped chiral geometry, but its potential in chiroptical self-assembled materials is underdeveloped. Herein, three novel V-shaped chiral hematoxylin derivatives were synthesized, and they showed extended skeletons as well as photophysical and chiroptical behaviors. Moreover, their host–guest interactions with C60 were investigated. Our findings could aid in the design and synthesis of novel chiral host molecules from natural products.

Graphical abstract: V-shaped chiral hosts based on π-extended hematoxylin

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