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A Combined Experiment and Computation Study of the Fused Polycyclic Benzimidazole Derivatives

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Abstract

Novel fused polycyclic benzimidazole derivatives were synthesized from dimethyl 4,5-diaminophthalate/dimethyl 3,4-diaminophthalate with aromatic anhydride (a-b) by condensation. The UV-Visible absorption and fluorescence emission spectra of the dyes were studied in solvents of differing polarity. The dyes were characterized by the spectral analysis. Density Functional Theory computations have been used to derive more understanding of structural, molecular, electronic and photophysical parameters of the push-pull dyes. The computed absorption wavelength values were observed to be in good agreement with the experimental results. The second order hyperpolarizability (β o) values were computed by Density Functional Theory and found to be in the range of 67.16 × 10−31 to 107.76 × 10−31 e.s.u.

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Acknowledgments

The authors are greatly thankful to TIFR, SAIF-I.I.T. Mumbai for recording the 1H-NMR and Mass spectra. One of the authors Mininath S. Deshmukh is grateful to CSIR for financial support.

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Authors and Affiliations

  1. Tinctorial Chemistry Group, Institute of Chemical Technology (Formerly UDCT), N. P. Marg, Matunga, Mumbai, 400 019, Maharashtra, India

    Mininath S. Deshmukh, Archana A. Bhagwat & Nagaiyan Sekar

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  1. Mininath S. Deshmukh
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  2. Archana A. Bhagwat
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  3. Nagaiyan Sekar
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Correspondence to Nagaiyan Sekar.

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Deshmukh, M.S., Bhagwat, A.A. & Sekar, N. A Combined Experiment and Computation Study of the Fused Polycyclic Benzimidazole Derivatives. J Fluoresc 25, 127–136 (2015). https://doi.org/10.1007/s10895-014-1489-6

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