High‐Performance Near‐Infrared Chlorinated Rylenecarboximide Fluorophores via Consecutive C−N and C−C Bond Formation

• DOI: 10.1002/ange.202315156
• Publication Date: 2023-11-10T14:59:20Z
• Authors: Ze‐Hua Wu; Artem Skabeev; Yulian Zagranyarski; Ruomeng Duan; Jun‐O Jin; Minseok Kwak; Thomas Basché; Klaus Müllen; Chen Li

Abstract A new class of near‐infrared (NIR) fluorophores, PAI , is obtained by consecutive C−N/C−C bond formation between diphenylamines and 9,10‐dibromoperylenecarboximide. Owing to the rigid structure, extended π‐conjugation pronounced push‐pull substitution, these fluorophores show emission maxima up 804 nm large Stokes shifts. The extraordinarily high fluorescence quantum yields from 47 % 70 are attributed chloro substitution in bay positions perylene core. These characteristics, together with photostability, qualify them as useful NIR emitters for applications biomarkers security inks.