Chiral supramolecular organic frameworks (SOFs) and hydrogen-bonded organic frameworks (HOFs) remain an unexplored field, with very few reported examples. Here, three chiral SOFs with perfect two-dimensional (2D) framework structures are constructed by the self-assembly between the chiral macrocyclic host molecule and different guest molecules through host-guest and hydrogen-bonded interactions. Variations in the guest structures lead to different host-guest interactions. The formation of the 2D frameworks of the chiral host and the guest molecules realizes the chirality transfer and enhances the performance of circularly polarized luminescence (CPL) through effective energy transfer mechanisms, leading to the successful regulation of CPL of the obtained SOFs series. Chiral SOFs are significant enough due to their ability to combine chirality with versatile porous frameworks, leading to innovative solutions in optical devices, separations, catalysis, and beyond. Their tunability and eco-friendly synthesis further enhance their importance in chiral materials.



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