Late-stage derivatization of a (B,O)2-doped perylene

Omar Ouadoudi; Tanja Kaehler; Enes Görkem Çevik; Michael Bolte; Berthold Stöger; Alexander Virovets; Hans-Wolfram Lerner; Matthias Wagner

doi:10.1039/D2DT02364D

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Late-stage derivatization of a (B,O)₂-doped perylene†

Omar Ouadoudi,‡^a Tanja Kaehler,‡^a Enes Görkem Çevik,^a Michael Bolte,

^a Berthold Stöger,

^b Alexander Virovets,

^a Hans-Wolfram Lerner

^a and Matthias Wagner

*^a

Author affiliations

* Corresponding authors

^a Institut für Anorganische und Analytische Chemie, Goethe-Universität Frankfurt, Max-von-Laue-Straße 7, D-60438 Frankfurt (Main), Germany
E-mail: matthias.wagner@chemie.uni-frankfurt.de

^b X-ray Center, Technische Universität Wien, Getreidemarkt 9, AT-1060, Austria

Abstract

Regioselective di- and tetrabrominations of the (B,O)₂-perylene 1 afford derivatives 2–4. Despite their poor solubility, 2 and 4 could be used in Stille-type coupling reactions to introduce two C [triple bond, length as m-dash] CMe (5) or four CC(p-C₆H₄tBu) substituents (6), respectively. The alkynylated derivatives show blue-green photoluminescence with appreciable quantum efficiencies.

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Article information

DOI: https://doi.org/10.1039/D2DT02364D
Article type: Communication
Submitted: 20 Jul 2022
Accepted: 13 Aug 2022
First published: 15 Aug 2022

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Dalton Trans., 2022,51, 13195-13198

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Late-stage derivatization of a (B,O)₂-doped perylene

O. Ouadoudi, T. Kaehler, E. G. Çevik, M. Bolte, B. Stöger, A. Virovets, H. Lerner and M. Wagner, Dalton Trans., 2022, 51, 13195 DOI: 10.1039/D2DT02364D

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Dalton Transactions