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It results in a dearomatization of the phenylene ring, affording the 1,3\u2010substituted cyclohexadiene derivative <jats:bold>2<\/jats:bold>. According to DFT calculations, a transient silene containing a Si=C bond capable of \u03c0(C=C) addition at the aromatic phenylene ring is a key intermediate. In contrast, addition of CS<jats:sub>2<\/jats:sub> to the biphenyl\u2010substituted mono\u2010silylene <jats:italic>ortho<\/jats:italic>\u2010(LSi)C<jats:sub>6<\/jats:sub>H<jats:sub>4<\/jats:sub>\u2010C<jats:sub>6<\/jats:sub>H<jats:sub>5<\/jats:sub> <jats:bold>3<\/jats:bold> leaves the aromatic \u03c0\u2010system intact and forms, in a [1+2] cycloaddition reaction, the corresponding thiasilirane <jats:bold>4<\/jats:bold> with a three\u2010membered SiSC ring. Further experimental studies led to the isolation of the novel mesoionic five\u2010membered Si<jats:sub>2<\/jats:sub>S<jats:sub>2<\/jats:sub>C heterocycle <jats:bold>6<\/jats:bold>, which reacts with CS<jats:sub>2<\/jats:sub> under C\u2212C bond formation. All isolated new compounds were fully characterized and their molecular structures determined by single\u2010crystal X\u2010ray diffraction analyses.<\/jats:p>","DOI":"10.1002\/anie.202110398","type":"journal-article","created":{"date-parts":[[2021,10,20]],"date-time":"2021-10-20T23:01:24Z","timestamp":1634770884000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":21,"title":["A Striking Mode of Activation of Carbon Disulfide with a Cooperative Bis(silylene)"],"prefix":"10.1002","volume":"61","author":[{"given":"Marcel\u2010Philip","family":"Luecke","sequence":"first","affiliation":[{"name":"Department of Chemistry: Metalorganics and Inorganic Materials Technische Universit\u00e4t Berlin  Strasse des 17. Juni 115, Sekr. 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