Abstract

Huge CD amplitude ( A = +538) was attained by diastereomeric preference (50% de) for the title dication with two bis[4-( R)- sec-butoxyphenyl]methylium units in benzene at 23 °C. Intramolecular π–π stacking is the origin for effective transmission of point chirality to axial chirality to attain the chiroptical enhancement of 400-times. Thanks to the strong CD signaling, chiroptical changes upon electrolysis could be readily detected, thus realizing a new class of electrochiroptical response systems. Chiroptical properties could also be modified by solvent polarity.

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