Abstract
AbstractQuinones have widespread applications in view of their interesting chemical and photophysical features. On the other hand, benzocyclobutenes (BCBs) are generally masked reactive dienes suitable for the [4+2] cycloaddition reactions. Here, benzocyclobutenes and benzodicyclobutenes (BDCBs) were prepared and further reacted with benzoquinone and naphthoquinone in order to obtain some new polycyclic quinones with highly extended π systems, namely, 6‐bromo‐5,8‐dimethoxyanthracene‐1,4‐dione, 2,9‐dibromo‐1,4,8,11‐tetramethoxypentacene‐6,13‐dione, 9‐bromo‐7,10‐dimethoxytetracene‐5,12‐dione, 3,10‐dimethoxycyclobuta[b]anthracene‐1,5,8(2H)‐trione, 6,10,17,21‐tetramethoxynonacene‐1,4,8,12,15,19‐hexaone, and 3,12‐dimethoxycyclobuta[b]tetracene‐1,5,10(2H)‐trione. In addition to their spectroscopic characterization the new compounds are investigated by UV and fluorescence spectroscopy, cyclic voltammetry, and DFT calculations.
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