A facile method for the direct cross-annulation of unfunctionalized tetracene is reported. The one-pot oxidative cross-dehydrogenative coupling (CDC) between tetracene and aromatic compounds, such as benzene or 2-methylthiophene, furnished annulated products with an extended π-network. Moreover, relative to the benzo-annulated tetracenes, thieno-annulated tetracenes exhibited notably improved photooxidative stability. This behavior stands in sharp contrast with that of tetracene and its derivatives, such as rubrene, which readily engage in photoinduced oxidation reactions.
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http://dx.doi.org/10.1021/acs.orglett.0c01244 | DOI Listing |
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