Lewis Superacidic Tellurenyl Cation‐Induced Electrophilic Activation of an Inert Carborane
Open Access
- 8 September 2021
- journal article
- research article
- Published by Wiley in Chemistry – A European Journal
- Vol. 27 (59), 14577-14581
- https://doi.org/10.1002/chem.202103181
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.Funding Information
- Deutsche Forschungsgemeinschaft
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