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Method for the Large-Scale Synthesis of Multifunctional 1,4-Dihydro-pyrrolo[3,2-<i>b</i>]pyrroles

Mariusz Tasior, Olena Vakuliuk, Daiki Koga, Beata Koszarna, Krzysztof Górski, Marek Grzybowski, Łukasz Kielesiński, Maciej Krzeszewski, Daniel T. Gryko

2020The Journal of Organic Chemistry63 citationsDOIOpen Access PDF

Abstract

-substituents ranging from coumarin, quinoline, phthalimide to truxene. These advances in scope enable independent regulations of many desired photophysical properties, including the Stokes shift value and emission color ranging from violet-blue through deep blue, green, yellow to red. Simultaneously, the optimized conditions have finally allowed the synthesis of these extremely promising heterocycles in amounts of more than 10 g per run without a concomitant decrease in yield or product contamination. Empowered with better functional group compatibility, novel derivatization strategies were developed.

Topics & Concepts

Scale (ratio)Combinatorial chemistryChemistryComputer scienceGeographyCartographySynthesis and Properties of Aromatic CompoundsPorphyrin and Phthalocyanine ChemistryOrganic Electronics and Photovoltaics