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The photochemical ring opening reaction of chromene as seen by transient absorption and fluorescence spectroscopy

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Abstract

In this paper we investigate the photochromic ring-opening reaction of 2,2-diphenyl-5,6-benzo(2 H)chromene. In particular, we study the uncertainties and contradictions in various published reaction models using a combination of transient absorption and fluorescence spectroscopy with femtosecond time resolution. We propose a simplified reaction scheme which is in good agreement with theoretical studies. Here, photoexcitation populates a Franck-Condon state, whose fast vibrational wave packet motion, vibrational relaxation, bond-alternation and/or solvent rearrangement processes occur on the sub-picosecond timescale. Our data suggest that the resulting excited state minimum with picosecond lifetime still features structural characteristics of the closed form. Subsequently, the ring-opened photoproducts are formed in a concerted step from the excited state. The velocity of the photoreaction hence only depends on the time that the molecule needs to reach the transition region between the ground and excited states where the crucial bond breakage occurs.

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Authors and Affiliations

  1. Chair for Biomolecular Optics, Faculty of Physics, Ludwig-Maximilians-Universität München, Oettingenstr. 67, D-80538, München, Germany

    Teja T. Herzog, Gerald Ryseck, Evelyn Ploetz & Thorben Cordes

  2. Munich Center for Integrated Protein Science (CIPSM), München, Germany

    Teja T. Herzog, Gerald Ryseck, Evelyn Ploetz & Thorben Cordes

  3. Femtosecond Spectroscopy Research Group, Institute for Physical Chemistry II, Heinrich-Heine-Universität Düsseldorf, Universitätsstr. 1, D-40225, Düsseldorf, Germany

    Gerald Ryseck & Evelyn Ploetz

  4. Molecular Microscopy Research Group and Single-Molecule Biophysics, Zernike Institute for Advanced Materials, University of Groningen, Nijenborgh 4, 9747 AG, Groningen, The Netherlands

    Evelyn Ploetz & Thorben Cordes

Authors
  1. Teja T. Herzog
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  2. Gerald Ryseck
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  3. Evelyn Ploetz
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  4. Thorben Cordes
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Corresponding author

Correspondence to Thorben Cordes.

Additional information

† Electronic supplementary information (ESI) available: Additional transient absorption and fluorescence data for different excitation and solvent conditions. See DOI: 10.1039/c3pp50020a

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Herzog, T.T., Ryseck, G., Ploetz, E. et al. The photochemical ring opening reaction of chromene as seen by transient absorption and fluorescence spectroscopy. Photochem Photobiol Sci 12, 1202–1209 (2013). https://doi.org/10.1039/c3pp50020a

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  • DOI: https://doi.org/10.1039/c3pp50020a

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