Synthesis, Characterization, and Application of a Cyclic Stilbene Derivative with Simultaneous Two-photon Absorption Character

Abstract

Abstract A new cyclic stilbene derivative, 6-(4-(diphenylamino)phenyl)-N,N-diphenyl-7,8-dihydronaphthalen-2-amine (D2PDN), featuring a quadrupolar system having electron-donating substituents (NPh2), was synthesized and characterized in this study. The fluorescence quantum yield was 89% (under air) and 99% (under argon) in toluene. The two-photon (2P) cross-section was determined to be 166 GM at 700 nm using 2P-excitation fluorescence method. The 2P-responsive chromophore in near-infrared region has reversible oxidation signals at 0.17, 0.28, and 0.53 V vs Fc0/Fc+. Compound D2PDN, E*ox = −2.83 V, was found to be a simultaneous 2P-responsive photoredox catalyst.