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NIR-Emitting Boradiazaindacene Fluorophores -TD-DFT Studies on Electronic Structure and Photophysical Properties

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Abstract

Density Functional Theory [B3LYP/6-31G(d)] and Time Dependent Density Functional Theory [TD-B3LYP/6-31G(d)] computations have been used to have more understanding of the structural, molecular, electronic and photophysical parameters of recently synthesized near IR-emitting acid switchable di-styryl BODIPY dyes. The structures have been optimized using function B3LYP and basis set used was 6-31G(d) for all the atoms and their geometries which are correlated with corresponding rotational isomers including rotational isomers of diprotonated forms in chloroform solvent. The observed energies of the optimized molecules suggest that there may be rotation about C-C single bond as the observed energy barrier is very low. The results of TD-DFT suggest that there is very good match between the observed and calculated absorptions diprotonated forms of one molecule. There is also good match between experimental and theoretical emission of neutral forms. More deviations are observed in the case emission of the diprotonated forms.

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Acknowledgments

One of the authors, Kishor G. Thorat, is very thankful to CSIR for financial assistance.

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Authors and Affiliations

  1. Tinctorial Chemistry Group, Department of Dyestuff Technology, Institute of Chemical Technology, N. P. Marg, Matunga, Mumbai, 400 019, Maharashtra, India

    Kishor G. Thorat

  2. Computational Chemistry Group, Faculty of Science, Department of Chemistry, University of Mauritius, Réduit, Mauritius

    Hanusha Bhakhoa, Ponnadurai Ramasami & Nagaiyan Sekar

  3. Department of Pharmaceutical Chemistry College of Pharmacy, King Saud University, P.O. Box. 2457, Riyadh, 11451, Kingdom of Saudi Arabia

    Ponnadurai Ramasami

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  1. Kishor G. Thorat
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Correspondence to Ponnadurai Ramasami or Nagaiyan Sekar.

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Thorat, K.G., Bhakhoa, H., Ramasami, P. et al. NIR-Emitting Boradiazaindacene Fluorophores -TD-DFT Studies on Electronic Structure and Photophysical Properties. J Fluoresc 25, 69–78 (2015). https://doi.org/10.1007/s10895-014-1481-1

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