Imine bond orientation manipulates AIEgen derived Schiff base isomers through the intramolecular hydrogen bond effect for different fluorescence properties and applications

Abstract

Precise control of the fluorescent properties of Schiff bases, including luminescent activity and sensing ability, for applications in a particular field remains challenging. In this work, we present a strategy...

AIE-active Ir(iii) complexes functionalised with a cationic Schiff base ligand: synthesis, photophysical properties and applications in photodynamic therapy

“…[35][36][37] Therefore, Schiff bases have been used as versatile building blocks to construct AIE molecules. [38][39][40] In this work, two AIE-active complexes Ir-1-N + and Ir-2-N + were obtained by a straightforward synthetic method with easy purification in high yields by using a chalcone Schiff base as auxiliary ligand. 41 The cationic quaternary amine functionality in Ir-1-N + and Ir-2-N + was designed to enhance hydrophilicity, cellular uptake and internalization of the PSs, by analogy with other ionic transition metal complexes.…”

“…35–37 Therefore, Schiff bases have been used as versatile building blocks to construct AIE molecules. 38–40…”

Crystallographic elucidation of an aluminium-bound amido Schiff base chemosensor: a selective turn-on fluorescent chemosensor for Al3+ ions

“…Thus investigation of the relationships between CN orientation changes in Schiff bases in the solid state by single-crystal X-ray diffraction (SXRD) analysis is a powerful tool with predictable properties and applications. 37…”

Coordination Polymerization-Induced Emission Based on a Salicylaldehyde Hydrazone AIEgen toward Zn2+ Detection

“…Interestingly, the Schiff base as the AIE-active compound is due to excited-state intramolecular proton transfer (ESIPT) mechanism, which can be further functionalized with the free rotation motif to enhance the AIE responsiveness. − In contrast to TPE derivatives, the Schiff base AIEgen has become another candidate structure for probe design because of its rich source of synthetic raw materials, simple preparation, and strong coordination ability. , Especially for metal-ion sensing, the coordination interaction can restrict the intramolecular rotation and affect the ESIPT procedure, thus leading to an emission switching. , To promote the coordination polymerization effect, in this work, we design a Schiff base AIEgen (H 2 hbih ) with the strategy of multibinding site by condensation of the isonicotinic moiety and salicylaldehyde (Scheme b). H 2 hbih demonstrates high ability in polymerization with Zn 2+ , leading to aggregation and fluorescence enhancement by detecting Zn 2+ as low as 2.8 × 10 –7 M. The mechanism of Zn 2+ sensing was proved by the single-crystal structure of the corresponding 2D (two-dimensional) coordination polymer of the Zn 2+ complex ( 1 ).…”

“…27−30 In contrast to TPE derivatives, the Schiff base AIEgen has become another candidate structure for probe design because of its rich source of synthetic raw materials, simple preparation, and strong coordination ability. 31,32 Especially for metal-ion sensing, the coordination interaction can restrict the intramolecular rotation and affect the ESIPT procedure, thus leading to an emission switching. 33,34 To promote the coordination polymerization effect, in this work, we design a Schiff base AIEgen (H 2 hbih) with the strategy of multibinding site by condensation of the isonicotinic moiety and salicylaldehyde (Scheme 1b).…”