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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
Source :
Chemistry - A European Journal. 10/21/2021, Vol. 27 Issue 59, p14577-14581. 5p.
Publication Year :
2021

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. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
09476539
Volume :
27
Issue :
59
Database :
Academic Search Index
Journal :
Chemistry - A European Journal
Publication Type :
Academic Journal
Accession number :
153207566
Full Text :
https://doi.org/10.1002/chem.202103181