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Theoretical spectroscopy of BASHY dyes

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Abstract

This works constitutes an ab initio investigation of a recently disclosed class of fluorophores, BASHY (Santos et al. in Chem Eur J 22:1631–1637, 2016). We use state-of-the-art approaches including an electronic structure method partially accounting for the contributions of double excitations and a solvent model dependent of the change of dipole moment between the states, to provide accurate estimates of all key optical signatures, including 0–0 energies and, for a prototype structure, the topology of the absorption and emission bands. Besides comparing the pros and cons of several theoretical models and showing that theory adequately reproduces the experimental trends, our calculations demonstrate that despite significant displacement of the electron density from the ground- to the excited-state, typical of charge-transfer states, a cyanine-like character partly pertains in the transition of BASHY. We also rationalize why the most planar structure has one of the smallest quantum yields of emission.

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Acknowledgments

D.J. acknowledges the European Research Council (ERC) and the Région des Pays de la Loire for financial support in the framework of a Starting Grant (Marches - 278845) and the LumoMat Project, respectively. This research used resources of (1) the GENCI-CINES/IDRIS; (2) CCIPL (Centre de Calcul Intensif des Pays de Loire); (3) a local Troy cluster; and (4) HPC resources from ArronaxPlus (Grant ANR-11-EQPX-0004 funded by the French National Agency for Research).

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Authors and Affiliations

  1. Laboratoire CEISAM - UMR CNRS 6230, Université de Nantes, 2 Rue de la Houssinière, BP 92208, 44322, Nantes Cedex 3, France

    Adèle D. Laurent & Denis Jacquemin

  2. Institut des Sciences Chimiques de Rennes, UMR 6226 CNRS, Universit de Rennes 1, 263 Av. du Général Leclerc, 35042, Rennes Cedex, France

    Boris Le Guennic

  3. Institut Universitaire de France, 103, bd Saint-Michel, 75005, Paris Cedex 05, France

    Denis Jacquemin

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  1. Adèle D. Laurent
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  2. Boris Le Guennic
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Correspondence to Denis Jacquemin.

Electronic supplementary material

Transition energies (absorption, emission and adiabatic) computed at different levels of theory. Additional density difference plots. Representation of the vibrational mode corresponding to the marked peak in Fig. 3.

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Laurent, A.D., Le Guennic, B. & Jacquemin, D. Theoretical spectroscopy of BASHY dyes. Theor Chem Acc 135, 173 (2016). https://doi.org/10.1007/s00214-016-1930-9

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