Investigation on Y-shaped tri-fluoromethyl substituted quinoxalines: synthesis, optical and morphological studies

Rajalakshmi, Ayilam Viswanathan; Palanisami, Nallasamy

doi:10.1007/s11696-020-01266-3

Cited by 7 publications

(3 citation statements)

References 64 publications

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“…The absorbance profiles of the monolayers resemble those of macrocycles in chloroform solution (Figure S2), with the bands of the highest intensity situated within the range of 200−300 nm (π−π* transitions). 66,67 An additional absorption band, albeit of lower intensity, was observed in the near-UV (UV−A) region at 310−360 nm and was attributed to internal charge transfer (ICT) transitions. 60 The absorbance intensity in the monolayer increases linearly with increasing surface pressure, and a small (2−6 nm) red shift of the absorbance maximum was observed only for the band at 240−250 nm.…”

Section: ■ Materials and Methodsmentioning

confidence: 99%

Preparation of Langmuir–Blodgett Films from Quinoxalines Exhibiting Aggregation-Induced Emission and Their Acidochromism

Ermakova,

Zvyagina,

Kharlamova

et al. 2024

Langmuir

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The development of aggregation-induced emission (AIE)-exhibiting compounds heavily relies on our evolving comprehension of their behavior at interfaces, an understanding that still remains notably limited. In this study, we explored the preparation of two-dimensional (2D) sensing films from 2,3-diphenylquinoxaline-based diazapolyoxa-and polyazamacrocycles displaying AIE via the Langmuir−Blodgett (LB) technique. This systematic investigation highlights the key role of the heteroatom-containing tether of 2,3diphenylquinoxalines in the successful fabrication of Langmuir layers at the air−water interface and the transfer of AIE-emitting supramolecular aggregates onto solid supports. Using both diazapolyoxa-and polyazamacrocycles, we prepared AIE-exhibiting monolayer films containing emissive supramolecular aggregates on silica, mica, and quartz glass and characterized them using ultraviolet−visible (UV−vis) and photoluminescence (PL) spectroscopies, atomic force microscopy (AFM) imaging, and fluorescence microscopy. We also obtained multilayer AIE-emitting films through the LB technique, albeit with increased complexity. Remarkably, by employing the smallest macrocycle N 2 C 3 Q, we successfully prepared LB films suitable for the visual detection of acidic vapors. This sensing material, which contains a much lesser amount of organic dye compared with traditional drop-cast films, can be regenerated and utilized for real-life sample analysis, such as monitoring the presence of ammonia in the air and the freshness of meat.

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Section: ■ Materials and Methodsmentioning

confidence: 99%

Preparation of Langmuir–Blodgett Films from Quinoxalines Exhibiting Aggregation-Induced Emission and Their Acidochromism

Ermakova,

Zvyagina,

Kharlamova

et al. 2024

Langmuir

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“…Additional references cited within the Supporting Information. [18][19][20][21][22][23][24][25][26][27][28][29][30]…”

Section: Supporting Informationmentioning

confidence: 99%

Cobalt‐Catalyzed Annulation of o‐Phenylenediamines and Internal Alkynes: Efficient Synthesis of Quinoxaline Derivatives

Zhao,

Wu,

Chen

et al. 2023

Eur J Org Chem

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A cobalt‐catalyzed annulation of o‐phenylenediamines and internal alkynes for the synthesis of quinoxalines is developed. This method provides a variety of quinoxalines in good to high yields under a simple and mild reaction conditions with molecular O2 as a terminal oxidant. Preliminary mechanistic studies show that a novel reaction mechanism is involved in the current reaction, which is different from the previous reported dicarbonyl compound mechanism via the oxidation of the alkyne.

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“…Many of them display solvatochromism and they are promising as phosphors, two-photon absorbing compounds and in elaboration of multifunctional materials exhibiting thermally activated delayed fluorescence (TADF) or aggregationinduced emission (AIE). [4][5][6][7][8][9] The nitrogen atoms within the pyrazine cycle exhibit pH sensitivity and serve as coordination sites for Lewis acids. Receptor groups can also be introduced at the periphery of the quinoxaline core, streamlining the design and synthesis of chemosensors for various small molecules and ions.…”

Section: Introductionmentioning

confidence: 99%

Quinoxaline-based azamacrocycles: synthesis, AIE behavior and acidochromism

Kharlamova,

Ermakova,

Abel

et al. 2024

Org. Biomol. Chem.

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Investigation on Y-shaped tri-fluoromethyl substituted quinoxalines: synthesis, optical and morphological studies

Cited by 7 publications

References 64 publications

Preparation of Langmuir–Blodgett Films from Quinoxalines Exhibiting Aggregation-Induced Emission and Their Acidochromism

Preparation of Langmuir–Blodgett Films from Quinoxalines Exhibiting Aggregation-Induced Emission and Their Acidochromism

Cobalt‐Catalyzed Annulation of o‐Phenylenediamines and Internal Alkynes: Efficient Synthesis of Quinoxaline Derivatives

Quinoxaline-based azamacrocycles: synthesis, AIE behavior and acidochromism

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