A modular approach toward 5,6,7,8-functionalized acepleiadylene derivatives

Abstract

This work presents the first modular synthesis method for acepleiadylene derivatives which were synthesized through Suzuki coupling of biphenyl compounds with acenaphthenylboronic acid 1 followed by 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) oxidation. Through the control of functional blocks, the manipulation of the structure of acepleiadylene derivatives was achieved, which in turn led to different photoelectric properties. Modification and π-extension of APD were accomplished at the 5, 6, 7, and 8 positions. A comprehensive investigation of their structural, photophysical, and electronic properties was performed through experiments and theoretical calculations.