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Controlled Regioselective Amination of Peryleneimides

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Details

Original languageEnglish
Pages (from-to)584-590
Number of pages7
JournalEuropean Journal of Organic Chemistry
Volume2015
Issue number3
Early online date12 Dec 2014
DOIs
Publication statusPublished - 14 Jan 2015
Publication typeA1 Journal article-refereed

Abstract

Perylenediimides (PDIs) and perylenemonoimide diesters (PMIs) can be selectively substituted at the 1,6- or 7,12-positions of the bay region, respectively, by direct amination reactions. The reactions proceed by the formation of a perylene radical anion and its subsequent oxidation, and the yields range from 20-97%. The amination can be tuned to obtain either mono- or disubstituted perylenes by varying the oxidants involved. The presence of the imide cycle is crucial for the transformation, although the amination occurs regioselectively at the bay-region positions distant from the imide cycle.

Publication forum classification

Field of science, Statistics Finland