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Neutral silanes were limited to moderate Lewis acidity, until halogenated catecholato ligands provoked a significant boost. However, catalytic applications of bis(perhalocatecholato)silanes were suffering from very poor solubility and unknown deactivation pathways. In this work, the novel per(trifluoromethyl)catechol, H<jats:sub>2<\/jats:sub>cat<jats:sup>CF3<\/jats:sup>, and adducts of its silicon complex Si(cat<jats:sup>CF3<\/jats:sup>)<jats:sub>2<\/jats:sub> (<jats:bold>1<\/jats:bold>) are described. According to the computed fluoride ion affinity, <jats:bold>1<\/jats:bold> ranks among the strongest neutral Lewis acids currently accessible in the condensed phase. The improved robustness and affinity of <jats:bold>1<\/jats:bold> enable deoxygenations of aldehydes, ketones, amides, or phosphine oxides, and a carbonyl\u2010olefin metathesis. All those transformations have never been catalyzed by a neutral silane. Attempts to obtain donor\u2010free <jats:bold>1<\/jats:bold> attest to the extreme Lewis acidity by stabilizing adducts with even the weakest donors, such as benzophenone or hexaethyl disiloxane.<\/jats:p>","DOI":"10.1002\/chem.202101138","type":"journal-article","created":{"date-parts":[[2021,4,14]],"date-time":"2021-04-14T21:41:16Z","timestamp":1618436476000},"page":"10422-10427","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":69,"title":["Bis(pertrifluoromethylcatecholato)silane: Extreme Lewis Acidity Broadens the Catalytic Portfolio of Silicon"],"prefix":"10.1002","volume":"27","author":[{"given":"Thadd\u00e4us","family":"Thorwart","sequence":"first","affiliation":[{"name":"Anorganisch-Chemisches Institut Ruprecht-Karls-Universit\u00e4t Heidelberg  Im Neuenheimer Feld 270 69120 Heidelberg 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