Synthesis, Regioselective Bromination, and Functionalization of Coronene Tetracarboxydiimide.

J Org Chem

The Education Ministry Key Lab and International Joint Lab of Resource Chemistry, Shanghai Key Laboratory of Rare Earth Functional Materials, Optoelectronic Nano Materials and Devices Institute , Shanghai Normal University, Shanghai 200234 , China.

Published: March 2019

A new method for the effective synthesis of coronene tetracarboxydiimide (CDI) was developed by utilizing inexpensive and nontoxic potassium vinyltrifluoroborate. Controllable brominations of CDI were accomplished to yield CDI mono-, di-, tri-, and tetra-bromides, which could be used as synthon and functionalized by aromatic nucleophilic substitution and the Sonogashira coupling reaction.

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http://dx.doi.org/10.1021/acs.joc.8b03129DOI Listing

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