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Evidence for C-H hydrogen bonding in salts of tert-butyl cation.

ABSTRACT: Environmentally sensitive: A combination of C-H 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 ?CH vibration of the cation scales linearly with the basicity of carborane anions on the ?NH scale. The same also holds for the C(6)H(7)(+) benzenium ion.

SUBMITTER: Stoyanov ES

PROVIDER: S-EPMC3516884 | biostudies-literature | 2012 Sep

REPOSITORIES: biostudies-literature

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Evidence for C-H hydrogen bonding in salts of tert-butyl cation.

Stoyanov Evgenii S ES Stoyanova Irina V IV Tham Fook S FS Reed Christopher A CA

Angewandte Chemie (International ed. in English) 20120806 36

Environmentally sensitive: A combination of C-H 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. ...[more]

PMID: 22887067

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