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asakodeca200602ChemRxiv.pdf (1.98 MB)
Synthesis of Decaarylanthracene with Nine Different Substituents
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submitted on 02.06.2020, 13:15 and posted on 03.06.2020, 10:07by Takashi Asako, Shin Suzuki, Shuhei Tanaka, Eisuke Ota, Junichiro Yamaguchi
A synthesis of decaarylanthracene with nine different substituents has been accomplished by a coupling/ring-transformation strategy. The oxidation of tetraarylthiophenes with four different substituents to the corresponding thiophene S-oxides, and a [4+2] cycloaddition with a double benzyne precursor afforded a multiply arylated naphthalene derivative. Subsequently, the naphthalene derivative was converted into a naphthalyne, and then a [4+2] cycloaddition of another thiophene S-oxide provided decaarylanthracenes with nine different aryl groups.