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Issue 27, 2018
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The limited extent of the electronic modulation of chlorins and bacteriochlorins through chromene-annulation

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Abstract

Optical data (UV-vis absorption and fluorescence emission spectra, including fluorescence yields and lifetimes) and electrochemical measurements are used to quantify the modulation of the electronic properties of meso-tetrakis(pentafluorophenyl)-chlorin diol and -bacteriochlorin tetraols upon intramolecular chromene-annulation, including the investigation of regio- and stereoisomers. The small modulations of the frontier orbitals of the porphyrinoids are rationalized using DFT computations and can be traced to small electronic effects due to the co-planarized meso-aryl groups in combination with conformational effects.

Graphical abstract: The limited extent of the electronic modulation of chlorins and bacteriochlorins through chromene-annulation

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Publication details

The article was received on 28 Apr 2018, accepted on 08 Jun 2018 and first published on 11 Jun 2018


Article type: Paper
DOI: 10.1039/C8CP02712A
Citation: Phys. Chem. Chem. Phys., 2018,20, 18233-18240
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    The limited extent of the electronic modulation of chlorins and bacteriochlorins through chromene-annulation

    B. Yang, N. Hewage, M. J. Guberman-Pfeffer, T. Wax, J. A. Gascón, J. Zhao, A. G. Agrios and C. Brückner, Phys. Chem. Chem. Phys., 2018, 20, 18233
    DOI: 10.1039/C8CP02712A

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