Acidochromism of amino-substituted indolizine chromophores: Towards white light emission

Antón-Cánovas, Teresa; Achelle, Sylvain; Fernández‐Liencres, M. Paz; Navarro, Amparo; Alonso, Francisco; Rodríguez‐López, Julián

doi:10.1016/j.molliq.2023.121758

Cited by 5 publications

(1 citation statement)

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“…Remarkably, it demonstrates both reversible mechanochromism and acidochromic white light emission behavior when exposed to vapors of trifluoroacetic acid and triethylamine in both solid and solution phases. Similarly, in another study, push–pull indolizines bearing 1-amino, 3-aryl, and 7-formyl groups were synthesized regioselectively 21 and the white luminescence behavior of the compounds upon controlled protonation of the amino group was demonstrated. However, the reported single WLE molecules were not easy to synthesize and the methods were tedious and hostile to the environment.…”

Section: Introductionmentioning

confidence: 90%

A white light emitting single halochromic hydrazine bridged bis(3-pyrrolyl BODIPY) fluorophore

Behera,

Ravikanth

2023

Phys. Chem. Chem. Phys.

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Section: Introductionmentioning

confidence: 90%

A white light emitting single halochromic hydrazine bridged bis(3-pyrrolyl BODIPY) fluorophore

Behera,

Ravikanth

2023

Phys. Chem. Chem. Phys.

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Effects of a Larger N‐Heterocyclic Ring in Rofecoxib Analogues on AIE Activity and Multifunctional Applications

Liu,

Yao,

et al. 2024

Eur J Org Chem

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Two analogues of rofecoxib, 2‐Pyr‐ROF and 2‐Pip‐ROF, were designed according to the strategy of heterocyclic ring enlargement and facilely synthesized in a facile manner by Knoevenagel reactions. The first compound, 2‐Pyr‐ROF, had low quantum yields (QY) of 3.0% in the solid states. After replacing the pyrrolidinyl with piperidinyl, the resulting 2‐Pip‐ROF had a significantly increased QY, with a value of 28%. The root‐mean‐square deviation (RMSD) values between S0 and S1 of 2‐Pyr‐ROF and 2‐Pip‐ROF in tetrahydrofuran were 0.51, 0.35 Å, respectively. As compared with 2‐Pyr‐ROF, compound 2‐Pip‐ROF exhibits a smaller RMSD, which indicates a lower non‐radiative transition rate. A single‐crystal X‐ray diffraction study and Hirshfeld surfaces analysis revealed that 2‐Pip‐ROF had a more nonplanar molecule structure and a weaker π‐π interaction, which might result in a higher fluorescence intensity and QY. Owing to its better aggregation‐induced emission (AIE) behavior, compound 2‐Pip‐ROF showed more multi‐functional applications, including mechanochromism, acidochromism, and lipid droplets imaging ability. These results imply that the strategy of heterocyclic ring enlargement provides a new paradigm for the design of new luminogens with AIE properties.

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Enhanced aggregation induced emission by H-bond between the barbiturate molecules containing hydroxyl group

Guo,

Cheng,

Xing

et al. 2024

Journal of Molecular Structure

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Acidochromism of amino-substituted indolizine chromophores: Towards white light emission

Cited by 5 publications

References 44 publications

A white light emitting single halochromic hydrazine bridged bis(3-pyrrolyl BODIPY) fluorophore

A white light emitting single halochromic hydrazine bridged bis(3-pyrrolyl BODIPY) fluorophore

Effects of a Larger N‐Heterocyclic Ring in Rofecoxib Analogues on AIE Activity and Multifunctional Applications

Enhanced aggregation induced emission by H-bond between the barbiturate molecules containing hydroxyl group

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