Leveraging Fluorescent Emission to Unitary Yield: Dimerization of Polycyclic Aromatic Hydrocarbons

We report on the synthesis and characterization of novel substituted 1,1′‐biperylene‐2,2′‐diols in which the dihedral angle between the two polycyclic aromatic hydrocarbon (PAH) units is tailored from ca. 60° to ca. 90° in the solid state by introduction of cyclo‐etheric straps or sterically hindere...

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Veröffentlicht in:Helvetica chimica acta 2019-03, Vol.102 (3), p.n/a
Hauptverfasser: Miletić, Tanja, Biot, Nicolas, Demitri, Nicola, Brancato, Giuseppe, Kariuki, Benson M., Bonifazi, Davide
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container_title Helvetica chimica acta
container_volume 102
creator Miletić, Tanja
Biot, Nicolas
Demitri, Nicola
Brancato, Giuseppe
Kariuki, Benson M.
Bonifazi, Davide
description We report on the synthesis and characterization of novel substituted 1,1′‐biperylene‐2,2′‐diols in which the dihedral angle between the two polycyclic aromatic hydrocarbon (PAH) units is tailored from ca. 60° to ca. 90° in the solid state by introduction of cyclo‐etheric straps or sterically hindered groups such as the triisopropylsilyl (TIPS) group. Depending on the type of substitution, we lock the dihedral angle between the perylenyl moieties enabling fine‐tuning of the molecular optoelectronic properties, with the molecules displaying the smallest angles acting as exceptionally strong emitters with unitary quantum yields.
doi_str_mv 10.1002/hlca.201900004
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subjects chromophores
Dihedral angle
Dimerization
Diols
dipolycyclic aromatic hydrocarbons
Emitters
Fluorescence
Optoelectronics
perylene
Polycyclic aromatic hydrocarbons
Straps
title Leveraging Fluorescent Emission to Unitary Yield: Dimerization of Polycyclic Aromatic Hydrocarbons
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