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One\u2010electron reduction of dpp\u2010mian involves the iminoketone fragment, which is revealed by the EPR spectrum obtained after the electrolysis of the dpp\u2010mian solution in tetrahydrofuran (THF). The reduction of dpp\u2010mian with one equivalent of metallic potassium leads to a similar EPR spectrum. The sodium complex [(dpp\u2010mian)Na(dme)]<jats:sub>2<\/jats:sub> (<jats:bold>1<\/jats:bold>) produces an EPR signal with hyperfine coupling on the nitrogen atom of the iminoketone fragment of the dpp\u2010mian ligand. Dpp\u2010mian can also be reduced in a one\u2010electron process by SnCl<jats:sub>2<\/jats:sub>\u00d7(dioxane). In this case, complex (dpp\u2010mian)<jats:sub>2<\/jats:sub>SnCl<jats:sub>2<\/jats:sub> (<jats:bold>2<\/jats:bold>) is formed, with the tin atom displaying an oxidation state of +4. Tin(II) chloride dihydrate, SnCl<jats:sub>2<\/jats:sub>\u00d72(H<jats:sub>2<\/jats:sub>O), also reduces dpp\u2010mian, but the two ligands bound to tin in the product form a new carbon\u2013carbon bond between the ketone moieties of the dpp\u2010mian monoanions to form complex (bis\u2010dpp\u2010mian)HSnCl<jats:sub>3<\/jats:sub> (<jats:bold>3<\/jats:bold>). Metallic tin reduces dpp\u2010mian to form the (bis\u2010dpp\u2010mian)<jats:sub>2<\/jats:sub>Sn (<jats:bold>4<\/jats:bold>) species. Compounds <jats:bold>1<\/jats:bold>\u2013<jats:bold>4<\/jats:bold> were characterized by X\u2010ray diffraction.<\/jats:p>","DOI":"10.1002\/chem.201805427","type":"journal-article","created":{"date-parts":[[2018,12,20]],"date-time":"2018-12-20T06:01:06Z","timestamp":1545285666000},"page":"3858-3866","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":18,"title":["One\u2010Electron Reduction of 2\u2010Mono(2,6\u2010diisopropylphenylimino)acenaphthene\u20101\u2010one (dpp\u2010mian)"],"prefix":"10.1002","volume":"25","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-8188-229X","authenticated-orcid":false,"given":"Anton N.","family":"Lukoyanov","sequence":"first","affiliation":[{"name":"G. A. 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