Solvent‐dependent fluorescence emission in heterocyclic compounds having isoquinoline backbone

Singh, Devendra; Ghosh, Subrata; Baruah, Jubaraj B.

doi:10.1002/jhet.310

Cited by 7 publications

(7 citation statements)

References 16 publications

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“…Accordingly, the L ligand exhibits emission at 318 nm upon excitations at 295 nm in the solid state, while emissions at 398, 359, 360, and 358 nm upon excitations at 325, 305, 310, and 308 nm were observed in MeOH, EtOH, DMF, and DMSO, respectively. The emission spectra of L are solvent dependent, which suggests that a polar excited state capable of forming exciplex with different solvents is involved in the emission . However, no detectable levels of emission intensity can be found for 1 – 5 , which may be ascribed to the fast nonradiative decay of the absorbed light by the complex in the solid state…”

Section: Resultsmentioning

confidence: 99%

“…The emission spectra of L are solvent dependent, which suggests that a polar excited state capable of forming exciplex with different solvents is involved in the emission. 46 However, no detectable levels of emission intensity can be found for 1−5, which may be ascribed to the fast nonradiative decay of the absorbed light by the complex in the solid state.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

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Solvent-Mediated Reversible Structural Transformation of Mercury Iodide Coordination Polymers: Role of Halide Anions

Chhetri

Yang

Chen

2017

Crystal Growth & Design

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Solvothermal reactions of HgX2 with 2,2′-(1,2-phenylene)-bis(N-pyridin-3-yl)acetamide, L, in ethanol afforded [Hg(L)X2] n (X = Cl, 1; Br, 2; I, 3), which are isostructural one-dimensional (1D) zigzag chains, while layering reactions of a ethanoic solution of L with a methanoic solution and an acetonitrile solution of HgI2, respectively, gave 1D helical chains [Hg(L)I2·MeOH] n , 4, and [Hg(L)I2·MeCN] n , 5. In marked contrast to 1 and 2, the iodide-containing 3 is able to exhibit reversible structural transformation with 4 and 5 by adsorption and desorption of methanol and acetonitrile, suggesting the importance of N–H---X and Hg---X interactions in the evaluation of structural transformation. Moreover, complexes 4 and 5 exhibit reversible crystal to crystal transformation triggered by solvent exchange. Complexes 3–5 represent a unique example that the solvents show a significant effect on folding and unfolding of the HgI2 single-stranded helical coordination polymers.

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Section: Resultsmentioning

confidence: 99%

Section: ■ Results and Discussionmentioning

confidence: 99%

Solvent-Mediated Reversible Structural Transformation of Mercury Iodide Coordination Polymers: Role of Halide Anions

Chhetri

Yang

Chen

2017

Crystal Growth & Design

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“…An inspection of the literature data indicates that isoquinoline-3-amine derivatives exhibit fluorescent properties and may constitute potential fluorophores [13,14,15]. Moreover, for many years the electronic states and optical properties of isoquinoline and its derivatives have been an object of particular interest and study [16,17,18,19,20,21,22,23,24,25]. Recently, notable progress has been made in the synthesis and development of novel organic fluorophores with diverse applications and uses in in vivo imaging.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Fluorescent Properties of Novel Isoquinoline Derivatives

et al. 2019

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Isoquinoline derivatives have attracted great interest for their wide biological and fluorescent properties. In the current study, we focused on the synthesis of a series of novel isoquinoline derivatives substituted at position 3 of the heteroaromatic ring. Compounds were obtained in a Goldberg–Ullmann-type coupling reaction with appropriate amides in the presence of copper(I) iodide, N,N-dimethylethylenediamine (DMEDA), and potassium carbonate. The structures of novel isoquinolines were confirmed by IR, NMR, and elemental analysis, as well as X-ray crystallography. In the course of our research work, the visible fluorescence of this class of compounds was observed. The above findings prompted us to investigate the optical properties of the selected compounds.

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“…14 Moreover, its derivatives are important in medicinal chemistry. 15 Hence, a comprehensive study of this parent molecule is worth taking, which, of course, was not studied from the viewpoint of its temporal dynamics (particularly proton transfer). In view of this and the complexities in the spectral behavior of IQ, we have investigated the photophysics of IQ in aqueous, acidic, and basic media as well as in a stronger hydrogen bonding solvent; trifluoro ethanol (TFE) and report some hitherto unnoticed features in its spectral and transient behavior.…”

Section: Introductionmentioning

confidence: 99%

Steady State and Time-Resolved Fluorescence Study of Isoquinoline: Reinvestigation of Excited State Proton Transfer

Joshi

Gahlaut

et al. 2012

J. Phys. Chem. A

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In the present work we report some hitherto unnoticed features in the steady state and time-resolved measurements of isoquinoline in water and trifluoroethanol (TFE). Absorption spectra reveal that in water, neutrals as well cationic species are present. Emission spectrum shows structured features at shorter wavelengths accompanied with a broad band around 375 nm, which correspond to neutrals and cations respectively. However, time-resolved data indicate that protonation does not take place in the excited state in water. On the contrary, in stronger hydrogen bonding solvent TFE, distribution of decay components is observed and at longer wavelengths a small rise time is present. This is ascribed to neutral and cation-like species present in the ground as well as in the excited state. The difference in the results is explained in terms of different excited state potential energy surfaces for water and TFE; particularly, the presence of a rather small barrier for protonation in case of TFE.

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Solvent‐dependent fluorescence emission in heterocyclic compounds having isoquinoline backbone

Cited by 7 publications

References 16 publications

Solvent-Mediated Reversible Structural Transformation of Mercury Iodide Coordination Polymers: Role of Halide Anions

Solvent-Mediated Reversible Structural Transformation of Mercury Iodide Coordination Polymers: Role of Halide Anions

Synthesis and Fluorescent Properties of Novel Isoquinoline Derivatives

Steady State and Time-Resolved Fluorescence Study of Isoquinoline: Reinvestigation of Excited State Proton Transfer

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