This method demonstrates effective photorearrangement and electrocyclization in polyaromatic synthesis, indicating new avenues in material science.
We report a light-induced iron-promoted method for the synthesis of polyaromatic benzotetraphenone derivatives via a tandem [2+2] Paternò–Büchi photorearrangement/electrocyclization pathway. Irradiation of anthraquinone with diphenylacetylenes under 370 nm LED light in the presence of FeCl₃ afforded novel polyaromatic scaffolds in excellent yields. The structures of the products were confirmed by single-crystal X-ray diffraction, revealing planar, rigid frameworks with promising photophysical properties. This strategy offers a new platform for constructing highly conjugated, luminescent molecules from simple precursors under mild conditions.
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Bozzi et al. (2025) studied this question.
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