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Ni, Yong; Gopalakrishna, Tullimilli Y; Phan, Hoa; Kim, Taeyeon; Herng, Tun Seng; Han, Yi; Tao, Tao; Ding, Jun; Kim, Dongho; Wu, Jishan
Nature chemistry, 03/2020, Letnik: 12, Številka: 3Journal Article
Aromaticity is a vital concept that governs the electronic properties of π-conjugated organic molecules and has long been restricted to 2D systems. The aromaticity in 3D π-conjugated molecules has been rarely studied. Here we report a fully conjugated diradicaloid molecular cage and its global aromaticity at different oxidation states. The neutral compound has an open-shell singlet ground state with a dominant 38π monocyclic conjugation pathway and follows the 4n + 2 Hückel aromaticity rule; the dication has a triplet ground state with a dominant 36π monocyclic conjugation pathway and satisfies 4n Baird aromaticity; the tetracation is an open-shell singlet with 52 π-electrons that are delocalized along the 3D rigid framework, showing 3D global antiaromaticity; and the hexacation possesses D symmetry with 50 globally delocalized π-electrons, showing 6n + 2 3D global aromaticity. Different types of aromaticity were therefore accessed in one molecular cage platform, depending on the symmetry, number of π-electrons and spin state.
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