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• W3038229105 abstract "We describe the synthesis and electronic properties of the novel interrupted hexacene 5,16-diphenylcyclobuta[1,2-b:3,4-b′]dianthracene (1). The synthesis is rooted in a sequential twin Sonogashira coupling of 2,3-dibromo-9,10-dihydro-9,10-epoxyanthracene followed by a Vollhardt 2+2+2 cyclotrimerization to give o-bromoaryl(trimethylsilyl) 8, after selective bromination. A Diels-Alder cycloaddition of the aryne from 8 and 1,3-diphenylisobenzofuran gave 1 after deoxygenation. Photophysical studies suggest that the fused cyclobutane ring been the two anthracene rings allows through-conjugation, but does not allow 1 to behave as a conjugated acene. Attempts to synthesize the parent analogue, cyclobuta[1,2-b:3,4-b′]dianthracene (2) were not successful, but detailed calculations are reported for both 1 and 2." @default.
• W3038229105 created "2020-07-10" @default.
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• W3038229105 date "2020-07-01" @default.
• W3038229105 modified "2023-09-23" @default.
• W3038229105 title "Synthesis and electronic properties of a linearly fused anthracene dimer" @default.
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• W3038229105 doi "https://doi.org/10.1016/j.tetlet.2020.152182" @default.
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