The enormous apparent gas-phase acidity of cubylamine

被引:6
作者
Abboud, JLM
Alkorta, I
Burk, P
Dávalos, JZ
Quintanilla, E
Della, EW
Koppel, IA
Koppel, I
机构
[1] CSIC, Inst Quim Fis Rocasolano, E-28006 Madrid, Spain
[2] CSIC, Inst Quim Med, E-28006 Madrid, Spain
[3] Univ Tartu, Inst Phys Chem, EE-51014 Tartu, Estonia
[4] Flinders Univ S Australia, Dept Chem, Bedford Pk, SA 5042, Australia
关键词
D O I
10.1016/j.cplett.2004.09.127
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The high acidity of cubylamine (1NH(2)) seems to originate in the release of strain energy attending the breaking of some C-C bonds in 1NH(-). This process is greatly facilitated by the strong stereoelectronic interactions in 1NH-. The anionic species thus formed are less strained, and their corresponding conjugate acids seem unable to 'borrow strength' from the residual strain, at least within the time-scale of the FT ICR experiments. (C) 2004 Elsevier B.V. All rights reserved.
引用
收藏
页码:560 / 563
页数:4
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