Isolation and Structural Characterization of Regioisomers of Dibrominated Terrylene Diimides

Diverse applications of rylenediimides are attributed to the accessibility of simple methodologies to obtain versatile halogenated precursors. Terrylene diimides are important molecular platforms to achieve materials with NIR absorption and emission. In this work, we present a simple synthesis for t...

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Published inJournal of organic chemistry Vol. 87; no. 5; pp. 3770 - 3774
Main Authors Jha, Shivangee, Mehra, Kundan Singh, Hasija, Avantika, Chopra, Deepak, Regar, Ramprasad, Sankar, Jeyaraman
Format Journal Article
LanguageEnglish
Published United States American Chemical Society 04.03.2022
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Summary:Diverse applications of rylenediimides are attributed to the accessibility of simple methodologies to obtain versatile halogenated precursors. Terrylene diimides are important molecular platforms to achieve materials with NIR absorption and emission. In this work, we present a simple synthesis for the hitherto unknown di- and tribromo-TDIs. Regioisomerically pure dibromo TDIs, including an elusive 1,14-derivative, could be successfully isolated and structurally characterized along with tribromo-TDI. The utility of these bromo derivatives has also been demonstrated with a redox anchoring.
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ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.1c02824