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RESEARCH PRODUCT
Hexasubstituted Benzenes with Ultrastrong Dipole Moments
Martin BaumgartenDieter SchollmeyerVasilis MargaritisGeorge FloudasFelix HinkelJakob WudarczykGeorge PapamokosKlaus Müllensubject
Organic solar cellChemistryNonlinear optics02 engineering and technologyGeneral ChemistryElectrophilic aromatic substitution010402 general chemistry021001 nanoscience & nanotechnology01 natural sciencesCatalysisFluorescence spectroscopy0104 chemical sciencesDielectric spectroscopyDipoleNuclear magnetic resonanceBenzene derivativesPhysical chemistry0210 nano-technologyAbsorption (electromagnetic radiation)description
Hexasubstituted benzenes have been synthesized with the highest known dipole moments, as determined by dielectric spectroscopy and DFT methods. Based on the preparation of 4,5-diamino-3,6-dibromophthalonitrile, combined with a novel method to synthesize dihydrobenzimidazoles, these benzene derivatives have dipole moments in excess of 10 debye. Such dipole moments are desirable in ferroelectrics, nonlinear optics, and in organic photovoltaics. Structure determination was achieved through single-crystal X-ray crystallography, and the optical properties were determined by UV/Vis absorption and fluorescence spectroscopy.
year | journal | country | edition | language |
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2015-09-03 | Angewandte Chemie International Edition |