Evidence for C-H Hydrogen Bonding in Salts of tert-Butyl Cation

被引:15
作者
Stoyanov, Evgenii S. [1 ]
Stoyanova, Irina V. [1 ]
Tham, Fook S. [1 ]
Reed, Christopher A. [1 ]
机构
[1] Univ Calif Riverside, Dept Chem, Ctr S&P Block Chem, Riverside, CA 92521 USA
基金
美国国家科学基金会; 美国国家卫生研究院;
关键词
carborane anions; hydrogen bonding; hyperconjugation; infrared spectroscopy; tert-butyl cations; STABLE CARBONIUM-IONS; PHASE;
D O I
10.1002/anie.201203958
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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 CHB11Cl11 - 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 C6H7+ benzenium ion. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:9149 / 9151
页数:3
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