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Issue 7, 2017
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The photophysics of naphthalene dimers controlled by sulfur bridge oxidation

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Abstract

In this study we investigate in detail the photophysics of naphthalene dimers covalently linked by a sulfur atom. We explore and rationalize how the oxidation state of the sulfur-bridging atom directly influences the photoluminescence of the dimer by enhancing or depriving its radiative and non-radiative relaxation pathways. In particular, we discuss how oxidation controls the amount of electronic transfer between the naphthalene moieties and the participation of the SOn bridge in the low-lying electronic transitions. We identify the sulfur electron lone-pairs as crucial actors in the non-radiative decay of the excited sulfide and sulfoxide dimers, which are predicted to proceed via a conical intersection (CI). Concretely, two types of CI have been identified for these dimers, which are associated with the photo-induced pyramidal inversion and reverse fragmentation mechanisms found in aryl sulfoxide dimers. The obtained results and conclusions are general enough to be extrapolated to other sulfur-bridged conjugated dimers, therefore proportionating novel strategies in the design of strongly photoluminescent organic molecules with controlled charge transfer.

Graphical abstract: The photophysics of naphthalene dimers controlled by sulfur bridge oxidation

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Publication details

The article was received on 22 Mar 2017, accepted on 20 Apr 2017 and first published on 24 Apr 2017


Article type: Edge Article
DOI: 10.1039/C7SC01285C
Citation: Chem. Sci., 2017,8, 4941-4950
  • Open access: Creative Commons BY license
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    The photophysics of naphthalene dimers controlled by sulfur bridge oxidation

    C. Climent, M. Barbatti, M. O. Wolf, C. J. Bardeen and D. Casanova, Chem. Sci., 2017, 8, 4941
    DOI: 10.1039/C7SC01285C

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