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Biogenetic Chiral Deep Eutectic Solvents that Produce Self-Assembled Chiroptical Materials
Authors:Lin Wang  Qiuhong Cheng  Prof Aiyou Hao  Prof Pengyao Xing
Institution:1. Key Laboratory of Colloid and Interface Chemistry of Ministry of Education, School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, People's Republic of China

These authors contributed equally to this work.;2. Key Laboratory of Colloid and Interface Chemistry of Ministry of Education, School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, People's Republic of China

Abstract:Deep eutectic solvents (DESs) show particular properties compared to ionic liquids and other traditional organic solvents. Controlled synthesis of chiral materials in DESs is unprecedented due to the complex interplays between DESs and solutes. In this work, all bio-derived chiral DESs were prepared using choline chloride or cyclodextrin as hydrogen bonding acceptors and natural chiral acids as donors, which performed as chiral matrices for the rational synthesis of chiroptical materials by taking advantage of the efficient chirality transfer between the DESs and solutes. In a very selective manner, building units with molecular pockets could facilitate strong binding affinity towards chiral acid components of DESs disregarding the presence of competitive hydrogen bonding acceptors. Chirality transfer from DESs to nanoassemblies leads to chirality amplification in the presence of minimal amounts of entrapped chiral acids, thanks to the spontaneous symmetry breaking of solutes during aggregation. This work utilizes chiral DESs to control supramolecular chirality, and illustrates the structural basis for the fabrication of DES-based chiral materials.
Keywords:Chiral Amplification  Chiral Solvents  Deep Eutectic Solvents  Self-Assembly  Supramolecular Chirality
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