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- Title
Lewis Superacidic Tellurenyl Cation‐Induced Electrophilic Activation of an Inert Carborane.
- Authors
Hejda, Martin; Duvinage, Daniel; Lork, Enno; Lyčka, Antonín; Černošek, Zdeněk; Macháček, Jan; Makarov, Sergey; Ketkov, Sergey; Mebs, Stefan; Dostál, Libor; Beckmann, Jens
- Abstract
The aryltellurenyl cation [2‐(tBuNCH)C6H4Te]+, a Lewis super acid, and the weakly coordinating carborane anion [CB11H12]−, an extremely weak Brønsted acid (pKa=131.0 in MeCN), form an isolable ion pair complex [2‐(tBuNCH)C6H4Te][CB11H12], in which the Brønsted acidity (pKa 7.4 in MeCN) of the formally hydridic B−H bonds is dramatically increased by more than 120 orders of magnitude. The electrophilic activation of B−H bonds in the carborane moiety gives rise to a proton transfer from boron to nitrogen at slightly elevated temperatures, as rationalized by the isolation of a mixture of the zwitterionic isomers 12‐ and 7‐[2‐(tBuN{H}CH)C6H4Te(CB11H11)] in ratios ranging from 62 : 38 to 80 : 20.
- Subjects
SUPERACIDS; BRONSTED acids; ION pairs; LEWIS acids; ISOMERS; TRP channels
- Publication
Chemistry - A European Journal, 2021, Vol 27, Issue 59, p14577
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.202103181