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Boratabenzene Anions C 5 B(CN) 6 − and C 5 B(CF 3 ) 6 − and the Superacidic Properties of their Conjugate Acids
Author(s) -
Kütt Agnes,
Koppel Ivar,
Koppel Ilmar A.,
Leito Ivo
Publication year - 2009
Publication title -
chemphyschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.016
H-Index - 140
eISSN - 1439-7641
pISSN - 1439-4235
DOI - 10.1002/cphc.200800305
Subject(s) - protonation , chemistry , conjugate , gas phase , trifluoromethyl , medicinal chemistry , inorganic chemistry , stereochemistry , crystallography , ion , organic chemistry , mathematical analysis , alkyl , mathematics
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.