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Protic Anions [H(B 12 X 12 )] − (X=F, Cl, Br, I) That Act as Brønsted Acids in the Gas Phase
Author(s) -
Jenne Carsten,
Keßler Mathias,
Warneke Jonas
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201500034
Subject(s) - protonation , chemistry , molecule , cationic polymerization , gas phase , ion , quantum chemical , inorganic chemistry , phase (matter) , brønsted–lowry acid–base theory , medicinal chemistry , catalysis , organic chemistry
The acidity of protic cations and neutral molecules has been studied extensively in the gas phase, and the gas‐phase acidity has been established previously as a very useful measure of the intrinsic acidity of neutral and cationic compounds. However, no data for any anionic acids were available prior to this study. The protic anions [H(B 12 X 12 )] − (X=F, Cl, Br, I) are expected to be the most acidic anions known to date. Therefore, they were investigated in this study with respect to their ability to protonate neutral molecules in the gas phase by using a combination of mass spectrometry and quantum‐chemical calculations. For the first time it was shown that in the gas phase protic anions are also able to protonate neutral molecules and thus act as Brønsted acids. According to theoretical calculations, [H(B 12 I 12 )] − is the most acidic gas‐phase anion, whereas in actual protonation experiments [H(B 12 Cl 12 )] − is the most potent gas‐phase acidic anion for the protonation of neutral molecules. This discrepancy is explained by ion pairing and kinetic effects.