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
来源：
CHEMICAL PHYSICS LETTERS | 2004年 / 398卷 / 4-6期
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
相关论文
共 50 条
  • [1] Gas-phase acidity of urea
    Ma, SG
    Wang, F
    Cooks, RG
    JOURNAL OF MASS SPECTROMETRY, 1998, 33 (10): : 943 - 949
  • [2] THE GAS-PHASE ACIDITY OF NITROCYCLOPROPANE
    BARTMESS, JE
    WILSON, B
    SORENSEN, DN
    BLOOR, JE
    INTERNATIONAL JOURNAL OF MASS SPECTROMETRY AND ION PROCESSES, 1992, 117 (1-3): : 557 - 563
  • [3] ACIDITY OF MOLECULES IN GAS-PHASE
    MCIVER, RT
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1972, : 42 - &
  • [4] Bulk Gas-Phase Acidity
    Himmel, Daniel
    Goll, Sascha K.
    Leito, Ivo
    Krossing, Ingo
    CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (30) : 9333 - 9340
  • [5] Anchoring the gas-phase acidity scale
    Ervin, KM
    DeTuri, VF
    JOURNAL OF PHYSICAL CHEMISTRY A, 2002, 106 (42): : 9947 - 9956
  • [6] ACIDITY AND BASICITY OF THIOCARBOXAMIDES IN THE GAS-PHASE
    DECOUZON, M
    EXNER, O
    GAL, JF
    MARIA, PC
    WAISSER, K
    JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 1994, 7 (09) : 511 - 517
  • [7] GAS-PHASE ACIDITY OF MONOSUBSTITUTED PHENOLS
    MCIVER, RT
    SILVERS, JH
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (25) : 8462 - 8464
  • [8] GAS-PHASE ACIDITY AND BASICITY - REVIEW
    AGAMI, C
    BULLETIN DE LA SOCIETE CHIMIQUE DE FRANCE PARTIE II-CHIMIE MOLECULAIRE ORGANIQUE ET BIOLOGIQUE, 1974, (5-6): : 869 - 876
  • [9] Gas-phase basicity and acidity of tryptophan
    Riffet, Vanessa
    Bourcier, Sophie
    Bouchoux, Guy
    INTERNATIONAL JOURNAL OF MASS SPECTROMETRY, 2012, 316 : 47 - 56
  • [10] Intrinsic (gas-phase) acidity and basicity of paracetamol
    Davalos, Juan Z.
    Gonzalez, Javier
    Ramos, Rocio
    Guerrero, Andres
    Lago, Alexsandre F.
    ARKIVOC, 2014, : 150 - 160
12345