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Coassembly of Chiral Amines and a Four-Armed Cyano-Substituted Luminophore through Hydrogen bonds.

Chirality transfer from chiral molecules to assemblies is of vital importance to the design of functional chiral materials. In this work, we report the selective co-assembly behaviors between chiral molecules and an achiral luminophore, potentially driven by the intermolecular salt-bridge type hydrogen bonds. Cyano-substituted tetrakis(arylthio)benzene carboxylic acid ( TA ) served as the luminophore and hydrogen bond donors, which underwent co-assembly with different chiral amines. It was found that structures of chiral amines affect the chirality transfer and the properties of coassemblies due to effects on hydrogen bonds and stacking pattern. Only in specific co-assemblies, the chiroptical properties occurred at both ground state and excited states based on the emerged Cotton effects and circularly polarized luminescence (CPL) signals, revealing the chirality successfully transferred from molecular level to supramolecular level. In addition, accurate quantitative examination of chiral amines was realized by circular dichroism (CD) spectra. This work demonstrates the characteristic chirality response and transfer via co-assembly, providing a potential method to develop smart chiroptical materials.