Abstract
AbstractThe work presents the development of practical synthetic methods toward bay‐monobrominated perylene diimides (PDIs) that have been regarded as important synthetic intermediates for the fabrication of new photonic, optoelectronic, and photovoltaic materials. In the case of PDIs with long branched N‐alkyl solubilizers, bromination using N‐bromosuccinimide (NBS) and FeCl3 successfully provided the corresponding monobromides. This protocol improved the reaction outcomes in terms of product yield and operational easiness, superior to the conventional ones with liquid bromine. Alternatively, imidation of the corresponding dianhydride, easily prepared through monobromination of perylene‐3,4,9,10‐tetrabenzyl ester (PTE), recorded high efficiency for generation of PDI monobromides without solubilizing N‐substituents. This complementary method made it possible to access a series of new PDI monobromides which had been unobtainable through existing methods.
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