On-off reversible switching of the chirality of one-handed helical Poly(phenylacetylene)s by polarity stimuli

Hybridization of helical poly(phenylacetylene)s bearing l-proline tripeptide pendants into porous silica microspheres as a solvent-tolerable chiral stationary phase for liquid chromatography

“…[9][10][11][12][13][14] In multitudinous synthetic optically active polymers, one-handed helical poly ( phenylacetylene) has attracted extensive attention because of its particular helical structure and properties. [15][16][17][18] In previous studies, we designed and prepared various onehanded helical poly( phenylacetylene) polymers with amino acid groups and their corresponding coated-type CSPs, which demonstrated excellent enantiomer resolution ability. [19][20][21][22][23][24] However, when evaluating the chiral recognition ability of these CSPs, we reported that polymers coated on the silica gel were dissolved or became swollen by certain solvents with a strong dissolving ability, such as chloroform (CHCl 3 ), dichloromethane, and tetrahydrofuran (THF); these solvents greatly limit the choice of eluent and the recycling of CSPs.…”

“…9–14 In multitudinous synthetic optically active polymers, one-handed helical poly(phenylacetylene) has attracted extensive attention because of its particular helical structure and properties. 15–18…”