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Chemphyschem. 2009 Feb 23;10(3):499-502. doi: 10.1002/cphc.200800305.

Boratabenzene Anions C5B(CN)6(-) and C5B(CF3)6(-) and the superacidic properties of their conjugate acids.

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  • 1Institute of Chemistry, University of Tartu, 2 Jakobi Street, 51014 Tartu, Estonia.


Designing superacids: A computational study of protonated boratabenzenes and the gas-phase acidity of their conjugate acids is presented. Conjugate acids of boratabenzenes substituted with CN or CF(3) groups (see figure) are highly acidic species; the protonated hexacyanoboratabenzene and hexakis(trifluoromethyl)boratabenzene have computational gas-phase acidities of 250.5 and 276.8 kcal mol(-1), respectively.

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