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In 2018, researchers reported the first quadruply twisted aromatic molecule: a di-palladium complex of a dodecaporphyrin with 54 π electrons in a ring containing four 180° twists. The finding showed that this aromatic system could be non-planar, rather than the familiar flat-ring picture. The report appeared in Chemistry World on 22 October 2018.
What molecule did the team make?
The molecule was a di-palladium complex of a dodecaporphyrin, described as a quadruply twisted Hückel aromatic dodecaphyrin. Its aromatic ring was reported to contain 54 π electrons and four 180° twists. “Four-twist” refers to those twists in the ring structure; it does not mean four separate molecules or four aromatic rings.
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The report attributes the work to Atsuhiro Osuka’s team at Kyoto University. It cites T. Soya, H. Mori and A. Osuka’s 2018 paper in Angewandte Chemie International Edition, DOI 10.1002/anie.201811433.
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Why was a twisted aromatic ring notable?
Aromaticity is commonly introduced through cyclic π-electron systems that are planar or close to planar. This report described an aromatic system that instead adopted a strongly twisted shape. Its significance was not simply that the molecule was twisted: the team reported aromatic character in one structure with four 180° twists, while other similarly twisted complexes did not show aromaticity.
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How did the researchers make the structure rigid?
The team initially designed extended bridged porphyrins, but those structures were flexible and favored less-twisted conformations. According to the report, coordinating palladium atoms to nitrogens in the dodecaporphyrin rings made the structures more rigid and yielded several quadruply twisted di-palladium complexes.
Only one of those complexes showed aromaticity. The report says the team assessed it using spectral analysis and ring-current calculations. It does not provide enough detail to specify the experimental conditions, yields, spectra, or computational procedures.
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What does the result establish—and what does it not?
The 2018 report establishes a specific structural and aromaticity finding: a di-palladium dodecaporphyrin complex with 54 π electrons was reported as quadruply twisted and aromatic. The contrast among the complexes also matters: achieving the twisted shape did not, by itself, make every structure aromatic.
The report does not establish a consumer use or a practical application for the molecule. Nor does it provide detailed characterization or comparative measurements for the non-aromatic complexes. The underlying paper is identified by its DOI, but the evidence available in the cited report does not support adding experimental specifics beyond its summary.
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