Halogen atoms induced reversible supramolecular assembly and pH-response of the fluorescence properties: Low driving force triggered fluorescence switch with high SNR and high stability

Xu, Jiajun; Huang, Meifen; Li, Tianyu; Pang, Haijun; Ma, Xun; Xu, Xindi; Liang, Jianhua; Tian, Hui; Duan, Rui; Yu, Guanghui; Wu, Qiong

doi:10.1016/j.molstruc.2022.133319

Cited by 10 publications

(3 citation statements)

References 43 publications

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“…Relevant research as well as our recent work progress indicate that H + as a driving force can effectively regulate the strength of intermolecular interactions and construct specific supramolecular aggregates [15,20]. Since intermolecular interactions inhibit the emission process, the radiative decay rate constant k r can be significantly reduced with the formation of aggregate states.…”

Section: Sensing Mechanismmentioning

confidence: 99%

“…The driving forces behind supramolecular assembly can typically be attributed to intermolecular interactions such as π-π stacking, hydrogen bonding, halogen bonding, and electrostatic interactions, all of which can be significantly influenced by the changes in the H + environment [15][16][17][18][19]. Halogen atoms can affect the electronic structure of the benzene ring through π-π conjugation or induction effects, and the substitution of hydrogen atoms on the benzene ring with different halogen atoms can control the surface charge distribution and regulate the intermolecular interactions [20][21][22]. Additionally, the substitutional halogen atoms also form extra charge transfer paths between fluorescent molecules, resulting in a more concentrated charge distribution and weaker electronic coupling between the molecules, which accelerates the rates of both radiative and non-radiative transitions [23][24][25].…”

Section: Introductionmentioning

confidence: 99%

“…Salen-type molecules represent a class of Schiff base compounds formed by the condensation reactions of different salicylaldehydes and diamines, resulting in diverse structures and properties [15,20,26]. As an important molecule in materials science, salen has been extensively studied for decades, and its specific fluorescence behaviors have been widely applied in detection domains, such as biological imaging, metal ion recognition, explosive detection, and environmental monitoring [27][28][29][30].…”

Section: Introductionmentioning

confidence: 99%

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Supramolecular Dimer as High-Performance pH Probe: Study on the Fluorescence Properties of Halogenated Ligands in Rigid Schiff Base Complex

Huang

Liang

et al. 2023

IJMS

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The development of high-performance fluorescence probes has been an active area of research. In the present work, two new pH sensors Zn-3,5-Cl-saldmpn and Zn-3,5-Br-saldmpn based on a halogenated Schiff ligand (3,5-Cl-saldmpn = N, N′-(3,3′-dipropyhnethylamine) bis (3,5-chlorosalicylidene)) with linearity and a high signal-to-noise ratio were developed. Analyses revealed an exponential intensification in their fluorescence emission and a discernible chromatic shift upon pH increase from 5.0 to 7.0. The sensors could retain over 95% of their initial signal amplitude after 20 operational cycles, demonstrating excellent stability and reversibility. To elucidate their unique fluorescence response, a non-halogenated analog was introduced for comparison. The structural and optical characterization suggested that the introduction of halogen atoms can create additional interaction pathways between adjacent molecules and enhance the strength of the interaction, which not only improves the signal-to-noise ratio but also forms a long-range interaction process in the formation of the aggregation state, thus enhancing the response range. Meanwhile, the above proposed mechanism was also verified by theoretical calculations.

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Section: Sensing Mechanismmentioning

confidence: 99%