Supramolecular self-assembly mediated aggregation-induced emission of fluorene-derived cyanostilbenes: multifunctional probes for live cell-imaging

Abstract

The discovery of aggregation-induced emission (AIE), whereby luminogen aggregation enhances the light-emission efficiency offers, a new avenue for the exploration of practically beneficial luminescent materials.

Aggregation induced emission and reversible mechanofluorochromism active carbazole–anthracene conjugated cyanostilbenes with different terminal substitutions

“…Recently, our research group focused on the design and synthesis of fluorene derived cyanostilbenes with enhanced AIE and MFC characteristics, which were utilised for live cell imaging. 36 In the present work, we aimed to comprehend how substituent modifications affect the optical characteristics of the acceptor unit (cyanostilbene) of newly synthesised carbazoleanthracene-cyanostilbene conjugates, both in solution and in the solid state. We developed D-A conjugates, in which carbazole and anthracene units acted as donors and cyanostilbene acted as the acceptor unit.…”

“…24,25 Further, AIE active compounds exhibit better internal quantum efficiency in the aggregate state (solid state), so they can be used as potential candidates for display technologies and other applications. 26,27 There are several organic fluorophores showing AIE properties that are well-known in the literature such as cyanostilbene, 28 dibenzofulvene, 29 tetraphenylethene, 30 anthracene, 31 naphthalenediimide, 32 diketopyrrolopyrrole, 33 BODIPY 34 , diphenyldibenzofulvene 35 , fluorene 36 and 9,10-divinylanthracene 36 and their derivatives.…”

“…Recently, our research group focused on the design and synthesis of fluorene derived cyanostilbenes with enhanced AIE and MFC characteristics, which were utilised for live cell imaging. 36…”

Symphony of light: AIE and MFC in carbazole-based cyanostilbenes

“…In this regarding, we have recently concentrated on the design and synthesis of a number of donor–acceptor conjugates based on carbazole/fluorene and cyanostilbene, which were shown to be suitable candidates for AIE- and MFC-active materials. 41,42 In this review, we delve into the captivating realm of carbazole-based cyanostilbenes, a class of compounds that has garnered significant interest due to its unique attributes. Specifically, we shine a spotlight on two distinct yet interconnected characteristics: aggregation-induced emission (AIE) and mechanofluorochromism (MFC).…”

Surfactant-induced disaggregation of a quinoxaline AIEgen scaffold: aggregation aptitude in the solid and solution states

“…1 The spontaneous organization of molecules under near-thermodynamic-equilibrium conditions into structurally well-defined and stable arrangements via non-covalent interactions is defined as molecular self-assembly. [2][3][4][5] Minor changes in the molecular structure can cause significant variances in the extended structure, and recognizing this linkage will lead to inferential power and control over the self-assembly process. Achieving variations in aggregation properties through modulation of the molecular framework is an interesting task in chemistry.…”