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Coronenediimides Synthesized via ICl-Induced Cyclization of Diethynyl Perylenediimides

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journal contribution
posted on 07.09.2012, 00:00 by Qifan Yan, Kang Cai, Chenhao Zhang, Dahui Zhao
Treating diethynyl-substituted perylenediimides with ICl successfully induced an annulation reaction and generated a series of coronenediimide derivatives. Instead of the expected iodine-substituted cyclization product, chlorine-substituted analogues were produced. The mechanism of this annulation reaction thus necessarily involved a chlorine addition step prior to the aromatic substitution reaction. With facile subsequent transformations, various tetraaryl coronenediimides could be obtained via the annulated chloro-substituted coronenediimide.