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This unprecedented radical oxidation state of benzene is stabilized through two trivalent rare earth (RE) metal cations each supported by a bis(guanidinate) scaffold. Specifically, the one\u2010electron chemical reduction of the neutral inverse\u2010sandwich yttrium complex [[{(Me\n                    <jats:sub>3<\/jats:sub>\n                    Si)\n                    <jats:sub>2<\/jats:sub>\n                    NC(N\n                    <jats:italic>\n                      <jats:sup>i<\/jats:sup>\n                    <\/jats:italic>\n                    Pr)\n                    <jats:sub>2<\/jats:sub>\n                    }\n                    <jats:sub>2<\/jats:sub>\n                    Y]\n                    <jats:sub>2<\/jats:sub>\n                    (\n                    <jats:italic>\u03bc<\/jats:italic>\n                    \u2013\n                    <jats:italic>\u019e<\/jats:italic>\n                    <jats:sup>6<\/jats:sup>\n                    :\n                    <jats:italic>\u019e<\/jats:italic>\n                    <jats:sup>6<\/jats:sup>\n                    \u2013C\n                    <jats:sub>6<\/jats:sub>\n                    H\n                    <jats:sub>6<\/jats:sub>\n                    )]\n                    <jats:bold>1<\/jats:bold>\n                    , containing a benzene dianion, with potassium graphite (KC\n                    <jats:sub>8<\/jats:sub>\n                    ) in the presence of [2.2.2]\u2010cryptand yielded the title complex [K([2.2.2]\u2010cryptand)][[{(Me\n                    <jats:sub>3<\/jats:sub>\n                    Si)\n                    <jats:sub>2<\/jats:sub>\n                    NC(N\n                    <jats:italic>\n                      <jats:sup>i<\/jats:sup>\n                    <\/jats:italic>\n                    Pr)\n                    <jats:sub>2<\/jats:sub>\n                    }\n                    <jats:sub>2<\/jats:sub>\n                    Y]\n                    <jats:sub>2<\/jats:sub>\n                    (\n                    <jats:italic>\u03bc<\/jats:italic>\n                    \u2013\n                    <jats:italic>\u019e<\/jats:italic>\n                    <jats:sup>6<\/jats:sup>\n                    :\n                    <jats:italic>\u019e<\/jats:italic>\n                    <jats:sup>6<\/jats:sup>\n                    \u2013C\n                    <jats:sub>6<\/jats:sub>\n                    H\n                    <jats:sub>6<\/jats:sub>\n                    <jats:sup>\u2022<\/jats:sup>\n                    )]\n                    <jats:bold>2<\/jats:bold>\n                    , featuring a benzene radical trianion. Analyses through single\u2010crystal X\u2010ray diffraction, EPR and UV\u2013vis spectroscopy, elucidated its molecular structure and revealed strong [Y\n                    <jats:sup>III<\/jats:sup>\n                    \u2013(C\n                    <jats:sub>6<\/jats:sub>\n                    H\n                    <jats:sub>6<\/jats:sub>\n                    )\n                    <jats:sup>3\u2013\u2022<\/jats:sup>\n                    \u2013Y\n                    <jats:sup>III<\/jats:sup>\n                    ] metal\u2013radical interactions. Although the Y centers remain in the\u00a0+3 oxidation state, the spin density of the unpaired electron resides primarily on the benzene trianion moiety and extends toward the Y\n                    <jats:sup>III<\/jats:sup>\n                    ions. Density functional theory (DFT) calculations on\n                    <jats:bold>2<\/jats:bold>\n                    corroborate this assignment and further suggest weak aromaticity for the benzene radical trianion.\n                  <\/jats:p>","DOI":"10.1002\/anie.202521849","type":"journal-article","created":{"date-parts":[[2025,12,9]],"date-time":"2025-12-09T13:34:46Z","timestamp":1765287286000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":4,"title":["Stabilization of the Benzene Radical Trianion in an Inverse\u2010Sandwich Yttrium Complex"],"prefix":"10.1002","volume":"65","author":[{"given":"Weiqing","family":"Mao","sequence":"first","affiliation":[{"name":"Department of Chemistry: Metalorganics and Inorganic Materials Technische Universit\u00e4t Berlin  Strasse des 17. Juni 135, Sekr. 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