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Evidence for CH Hydrogen Bonding in Salts of tert ‐Butyl Cation
Author(s) -
Stoyanov Evgenii S.,
Stoyanova Irina V.,
Tham Fook S.,
Reed Christopher A
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201203958
Subject(s) - counterion , delocalized electron , ion , hydrogen bond , chemistry , infrared spectroscopy , hydrogen , infrared , crystallography , medicinal chemistry , inorganic chemistry , computational chemistry , molecule , organic chemistry , physics , optics
Environmentally sensitive : A combination of CH⋅⋅⋅⋅anion hydrogen bonding and hyperconjugative charge delocalization explains the sensitivity of the IR spectrum of the tert ‐butyl cation to its anion (see high‐resolution X‐ray structure with a CHB 11 Cl 11 − counterion). The νCH vibration of the cation scales linearly with the basicity of carborane anions on the νNH scale. The same also holds for the C 6 H 7 + benzenium ion.