Enhanced DNA Sensing and Chiroptical Performance by Restriction of Double-Bond Rotation of AIE cis-Tetraphenylethylene Macrocycle Diammoniums

Org Lett. 2020 Mar 6;22(5):1836-1840. doi: 10.1021/acs.orglett.0c00174. Epub 2020 Feb 12.

Abstract

The aggregation-induced emission (AIE) mechanism of restriction of double-bond rotation (RDBR) was utilized to design an excellent solid emitter and sensor for the first time. Thus, cis-tetraphenylethylene (TPE) macrocycle diammoniums were synthesized and bound to a DNA chain by its two ammonium arms. The formed TPE dicycle at the cis position restricted the rotation of the double bond in both the ground and excited states, resulting in AIE enhancement, chiroptical performance enhancement, and sensing enhancement.

Publication types

  • Research Support, Non-U.S. Gov't