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• W2063202279 endingPage "1458" @default.
• W2063202279 startingPage "1456" @default.
• W2063202279 abstract "We previously reported protonation-induced double cyclization reaction of 1,4-Ar2Aq and 1,5-Ar2Aq (Ar2Aq: bis(arylethynyl)anthraquinone) with strong acid HX that generated the corresponding dipyrylium salts [1,4-Ar2Pyl2]X2 and [1,5-Ar2Pyl2]X2. In this communication we disclose the protonation reactions of 1,8-Fc2Aq (Fc: ferrocenyl), 1,8-Am2Aq (Am: 4-N,N-bis(4-methoxyphenyl)aminophenyl), and 1,8-AmFcAq, which is the first example of heterodonor molecules in the Ar2Aq series, and synthesized by means of stepwise Sonogashira–Hagihara cross-coupling reactions. In contrast to the 1,4-Ar2Aq and 1,5-Ar2Aq series, 1,8-Ar2Aq undergoes protonation-induced single cyclization, so that it is converted into the corresponding monopyrylium salt [1,8-Ar2Pyl]X. [1,8-Ar2Pyl]X features an extremely small HOMO–LUMO gap (0.50–0.73 V), ascribable to the significant lowering of the LUMO level upon the pyrylium formation." @default.
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• W2063202279 date "2011-12-05" @default.
• W2063202279 modified "2023-10-01" @default.
• W2063202279 title "Protonation-induced Cyclization of 1,8-Bis(arylethynyl)anthraquinones: Monopyrylium Salt Formation and Intensification of Donor–Acceptor Interaction" @default.
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• W2063202279 doi "https://doi.org/10.1246/cl.2011.1456" @default.
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