Chiral Discrimination by Amino Acid based Deep Eutectic Solvents

Indianapolis, IN

Deep eutectic solvents (DES) are composed of a hydrogen bond donor (HBD) and a halide salt that when combined give a melting point lower than either component. The properties of DES can be controlled by the choice of HBD and salt, including chirality. Chiral DES’s can be used as a solvent for chiral discrimination. Amino Acids such as Glutamic acid will be used as the chiral HBD combined with tetrabutylammonium chloride as the salt to create the DES. The chiral discrimination of the DES is determined by measuring the impact of the solvent on a racemic mixture of luminescent europium tris(dipicolinate) (Eu(dpa)33-). The chiral discrimination results in a non-racemic mixture, and is measured using circularly polarized luminescence (CPL). The sign and magnitude of the CPL is directly related to the chiral discrimination of the DES. The relationship between DES structure and chiral discrimination will be described in this presentation.