Aza-boron-diquinomethene complexes bearing N-aryl chromophores: synthesis, crystal structures, tunable photophysics, the protonation effect and their application as pH sensors

Abstract

A series of new aza-boron-diquinomethene complexes (1a–1e) with tunable photophysical properties has been designed and synthesized.

Green and Red Fluorescent Dyes for Translational Applications in Imaging and Sensing Analytes: A Dual‐Color Flag

“…Zhu and co‐workers have designed new aza–boron–diquinomethene complexes 103 a – e containing different N ‐arylamines (see Figure ). Photoluminescence studies reveal that all of the probes show an intense and tunable luminescence signal from blue to red and good emission quantum yields.…”

Carbazole Substituted BODIPYs

“…compounds 139 and 140 displayed relatively large Stokes shifts (34-51 nm) as compared to the typical BODIPY dyes; such molecular scaffolds can be used to develop fluorescence probes in future. Zhu et al (2015) have prepared very interesting BF 2 complexes 141 and 142 (Chart 27); where the aza-dipyrromethene skeleton was replaced by the aza-boron-diquinomethene. The aza-borondiquinomethene scaffold was substituted with N-carbazolyl and/or 3,6-di-tert-butyl-N-carbazolyl moieties (Chart 27); the photoluminescence spectra of 141 and 142 showed greenyellow emission due to intramolecular charge transfer.…”

“…The aza-borondiquinomethene scaffold was substituted with N-carbazolyl and/or 3,6-di-tert-butyl-N-carbazolyl moieties (Chart 27); the photoluminescence spectra of 141 and 142 showed greenyellow emission due to intramolecular charge transfer. The fluorescence quantum yields were reasonably high between 0.73 and 0.78; such BF 2 complexes may be suitable for developing pH-sensors and bioimaging probes in future (Zhu et al, 2015). Ema et al have reported a series of exciting BF 2 complexes based on carbazole scaffold (Maeda et al, 2016); where carbazole ring was substituted with thiazole, benzothiazole, imidazole, indolone, and benzimidazole (Chart 28).…”

Properties of Polymorphism and Acid Response of Pyrrolopyrrole-based Derivative with Aggregation-induced Emission Behavior

“…我们在前期 工作中研究发现四苯基并吡咯(DPPTP)对三氯甲烷有荧 光淬灭的响应, 原因是三氯甲烷在光照条件下分解成氯 化氢气体与 DPPTP 相互作用使其荧光淬灭 [14] . DPPDC [15] .…”