Benzimidazole-thiazole based NLOphoric styryl dyes with solid state emission – Synthesis, photophysical, hyperpolarizability and TD-DFT studies

Tayade, Rajratna P.; Sekar, Nagaiyan

doi:10.1016/j.dyepig.2016.01.012

Cited by 36 publications

(9 citation statements)

References 50 publications

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“…Previously reported gaps for substituted benzimidazole-, thiazole-, and benzothiazole-based compounds range from 3 to 0.63 eV. They are reported as highly stable compounds [23,40,41]. On the other side, 4.69 eV of G H-L is calculated for compounds 1a, 1b and 1e, which represent more stability and less reactivity of these compounds.…”

Section: Frontier Molecular Orbital (Fmo) Analysismentioning

confidence: 94%

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N-Arylation of Protected and Unprotected 5-Bromo-2-aminobenzimidazole as Organic Material: Non-Linear Optical (NLO) Properties and Structural Feature Determination through Computational Approach

et al. 2021

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The interest in the NLO response of organic compounds is growing rapidly, due to the ease of synthesis, availability, and low loss. Here, in this study, Cu(II)-catalyzed selective N-arylation of 2-aminobenzimidazoles derivatives were achieved in the presence of different bases Et3N/TMEDA, solvents DCM/MeOH/H2O, and various aryl boronic acids under open atmospheric conditions. Two different copper-catalyzed pathways were selected for N-arylation in the presence of active nucleophilic sites, providing a unique tool for the preparation of NLO materials, C-NH (aryl) derivatives of 2-aminobenzimidazoles with protection and without protection of NH2 group. In addition to NMR analysis, all synthesized derivatives (1a–1f and 2a–2f) of 5-bromo-2-aminobenzimidazole (1) were computed for their non-linear optical (NLO) properties and reactivity descriptor parameters. Frontier molecular orbital (FMO) analysis was performed to get information about the electronic properties and reactivity of synthesized compounds.

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Section: Frontier Molecular Orbital (Fmo) Analysismentioning

confidence: 94%

“…Tayade and Sekar examined Benzimidazole-Thiazole based NLOphoric Styryl Dyes both experimentally and theoretically. The nonlinear response based on α, and β was increased after the substitution of acceptor groups [23]. Thakare et al experimentally and theoretically analyzed the NLO response of BODIPY-benzimidazole conjugate.…”

Section: Introductionmentioning

confidence: 99%

N-Arylation of Protected and Unprotected 5-Bromo-2-aminobenzimidazole as Organic Material: Non-Linear Optical (NLO) Properties and Structural Feature Determination through Computational Approach

et al. 2021

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“…Further, to broaden the scope of the present protocol, we diverted our attention towards the synthesis of 2substituted benzimidazole derivatives. The widespread applications of benzimidazole derivatives in medicinal chemistry [32], technology [33], antiviral [34], anticancer [35], anti-microbial [36], dyes [37], agriculture [38], pharmacological properties [39], etc. reveals new research horizons.…”

Section: Determination Of Aciditymentioning

confidence: 99%

Cellulose-based surface-modified heterogeneously feasible novel solid acid catalyst to access bioactive heterocycles

Karhale,

Kadam

2023

Preprint

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Surface-modified cellulose-based heterogeneously active catalyst was prepared by covalent anchoring of chlorosulphonic acid on amino-functionalized cellulose (SA@Cell-AEPC). The structure of synthesized catalyst was confirmed by analytical methods such as FT-IR, FE-SEM, EDX, TGA and CP/MAS 13C-NMR spectroscopy. The catalytic effect was evaluated for the formation of oxygen and nitrogen heterocycles. Reusability, shorter reaction time, high conversion, wide substrate scope, easy work-up procedure are noteworthy measures of this synthetic route.

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“…In addition, the organic compounds are the most preferred for future photonic technology. Thus, several benzimidazoles with very good non-linear optic (NLO) properties, from very small molecules, such as 2-mercaptobenzimidazole, 2-phenyl benzimidazole, and 2-hydroxybenzimidazole [53], till molecules with more complicated structures [54], were studied.…”

Section: Applications Of Benzimidazole Derivatives In Other Fields Thmentioning

confidence: 99%

Introductory Chapter: Short Insight in Synthesis and Applications of Benzimidazole and Its Derivatives

Marinescu¹

2019

Chemistry and Applications of Benzimidazole and Its Derivatives

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Benzimidazole-thiazole based NLOphoric styryl dyes with solid state emission – Synthesis, photophysical, hyperpolarizability and TD-DFT studies

Cited by 36 publications

References 50 publications

N-Arylation of Protected and Unprotected 5-Bromo-2-aminobenzimidazole as Organic Material: Non-Linear Optical (NLO) Properties and Structural Feature Determination through Computational Approach

N-Arylation of Protected and Unprotected 5-Bromo-2-aminobenzimidazole as Organic Material: Non-Linear Optical (NLO) Properties and Structural Feature Determination through Computational Approach

Cellulose-based surface-modified heterogeneously feasible novel solid acid catalyst to access bioactive heterocycles

Introductory Chapter: Short Insight in Synthesis and Applications of Benzimidazole and Its Derivatives

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