Isoacenofuran: a novel quinoidal building block for efficient access to high-ordered polyacene derivatives.
作者： Kei Kitamura , Ryoji Kudo , Haruki Sugiyama , Hidehiro Uekusa , Toshiyuki Hamura
DOI: 10.1039/D0CC06620F
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摘要: Herein, a simple and practical method for generating isoacenofuran, new π-extended quinoidal building block, was developed. A three-step protocol involving double nucleophilic additions of alkynyllithiums to acene-2,3-dicarbaldehyde, mono-oxidation, acid-promoted cyclization enables the generation target molecule, which is trapped by dienophile produce highly condensed acenequinones. Further transformations alkynyllithium hexacenequinone, followed reductive aromatization, tetraalkynylhexacenes with remarkably higher stability than that previously reported substituted hexacenes.
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