Chiral Resolution and Chiroptical Properties of Hindered Tetraphenylethylene Helicates

Hindered tetraphenylethylene (hTPE) helicates are resolved into two left-handed (M) and right-handed (P) isomers by linkage and removal of chiral auxiliary (1<i>R</i>,2<i>S</i>,5<i>R</i>)-menthol, furnishing gram-scale hTPE enantiomers via flash silica column chromatography. hTPE helicate enantiomers bearing electron-accepting cyano and electron-donating triphenylamine groups can emit deep-blue CPL signals with a fluorescence quantum yield surpassing 50%. Full-color and white-light emission were achieved by blending them with dyes in a poly(methyl methacrylate) (PMMA) film.