AIE Based Coumarin Chromophore - Evaluation and Correlation Between Solvatochromism and Solvent Polarity Parameters

Lanke, Sandip K.; Sekar, Nagaiyan

doi:10.1007/s10895-015-1735-6

Cited by 15 publications

(1 citation statement)

References 65 publications

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“…17a). 100 If there is a basic nitrogen-containing heterocycle in the electron-acceptor side, such as indole or quinolone, protonation leads to a change in the fluorescence signal and thus such dyes can be used for pH sensing ( F50–F52 , Fig. 17b).…”

Section: Coumarinmentioning

confidence: 99%

Strategies to convert organic fluorophores into red/near-infrared emitting analogues and their utilization in bioimaging probes

Dai,

Yang,

Sarkar

et al. 2023

Chem. Soc. Rev.

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Section: Coumarinmentioning

confidence: 99%

Strategies to convert organic fluorophores into red/near-infrared emitting analogues and their utilization in bioimaging probes

Dai,

Yang,

Sarkar

et al. 2023

Chem. Soc. Rev.

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Synthesis and characterization of novel hybrid compounds containing coumarin and benzodiazepine rings based on dye

Gümüş

2021

Journal of Heterocyclic Chem

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Coumarin derivatives, one of the organic fluorescent materials, are widely applied in many areas such as laser dyes, organic light emitting diodes (OLED), pharmaceuticals and bio/chemosensors, with the advantages of the large conjugated system and planar structure. In the coumarin analogs, which are polarity sensitive fluorophores, a shift to the red zone is observed in the case of π expansion at 3-positions and electron donor groups at 7-positions. The present article reports the synthesis of novel hybrid compounds (CD1-CD8) containing coumarin and benzodiazepine rings using ethyl 3-(7-(diethylamino)-2-oxo-2H-chromen-3-yl)-3-oxopropanoate reagent and 1,2-diaminobenzene derivatives under optimized reaction conditions with PTSA catalyst. The structures of target compounds synthesized were characterized by FTIR, 1 HNMR, 13 CNMR, HRMS and UV-Vis spectra. The effects of electron withdrawing and electron donor groups in the cyclocondensation reaction that takes place as regioselective were evaluated in detail. The substituent effects were investigated for n-π* and π-π* electronic transitions in UV-Vis Spectroscopy.

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Coumarin Push-Pull NLOphores with Red Emission: Solvatochromic and Theoretical Approach

Lanke

Sekar

2016

J Fluoresc

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A new class of red emitting extensively conjugated donor-π-acceptor type dyes bearing coumarin units are investigated for nonlinear optical properties. The photophysical behaviour and the relation between structure and properties of the coumarin "push-pull" derivatives were investigated based on solvatochromism and experimentally observed shifts in emission maxima. The electronic coupling for the electron transfer reaction for the coumarin dyes are calculated with the generalized Mulliken-Hush method. We evaluated non-linear optical (NLO) properties of coumarin dyes using both experimental solvent dependent shift method and computational method. All the investigated coumarin dyes are showing large value for first (β) and second hyperpolarizability (γ). Density functional theory [B3LYP/6-31G(d)] and time dependent density functional theory (TDDFT) computations have been employed to have more understanding of structural, molecular, electronic and photophysical parameters of the coumarin dyes.

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AIE Based Coumarin Chromophore - Evaluation and Correlation Between Solvatochromism and Solvent Polarity Parameters

Cited by 15 publications

References 65 publications

Strategies to convert organic fluorophores into red/near-infrared emitting analogues and their utilization in bioimaging probes

Strategies to convert organic fluorophores into red/near-infrared emitting analogues and their utilization in bioimaging probes

Synthesis and characterization of novel hybrid compounds containing coumarin and benzodiazepine rings based on dye

Coumarin Push-Pull NLOphores with Red Emission: Solvatochromic and Theoretical Approach

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