Comment on "Synthesis, Characterization, and Structures of Persistent Aniline Radical Cation": It Is a Protonated Aniline and Not an Aniline Radical Cation

被引：7
|
作者：
Talipov, Marat R. [1 ]
Hewage, Jeewantha S. [1 ]
Lindeman, Sergey V. [1 ]
Gardinier, James R. [1 ]
Rathore, Rajendra [1 ]
机构：
[1] Marquette Univ, Dept Chem, Milwaukee, WI 53201 USA
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2014年 / 53卷 / 04期
基金：
美国国家科学基金会;
关键词：
anilines; Jahn-Teller effect; radical cations; spin contamination; RAY CRYSTALLOGRAPHIC EVIDENCE; CHARGE DELOCALIZATION; MOLECULES;
D O I：
10.1002/anie.201305293
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The same, but different: The reaction of tri-tert-butylaniline (TBA) with AgSbF6 in CH2Cl2 produces a green-colored intermediate which undergoes decomposition to form a protonated aniline (TBAH+SbF6-). Crystals of the protonated aniline salt (see picture) were analyzed by X-ray diffraction and found to have the same crystal characteristics as the crystals of the supposed cation radical first identified in 2012. Copyright © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：938 / 942
页数：5
相关论文
共 50 条
  • [31] Electron pair (de)coupling in aniline radical cation and its implications for organic "mixed valence" systems
    Karafiloglou, P
    Launay, JP
    JOURNAL OF PHYSICAL CHEMISTRY A, 1998, 102 (41): : 8004 - 8012
  • [32] Direct synthesis of (eta6-aniline) manganese tricarbonyl cation
    Dai, Wei
    Kim, Sangbok
    Robert, Pike D.
    Sweigart, Dwight A.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2010, 240
  • [33] Synthesis and characterization of aniline and aniline-o-sulfonic acid copolymers
    Xu, Yiting
    Dai, Lizong
    Chen, Jiangfeng
    Gal, Jean-Yves
    Wu, Huihuang
    EUROPEAN POLYMER JOURNAL, 2007, 43 (05) : 2072 - 2079
  • [34] ACCELERATING EFFECT OF SOME CATION RADICALS ON THE POLYMERIZATION OF ANILINE
    STEJSKAL, J
    KRATOCHVIL, P
    SPIRKOVA, M
    POLYMER, 1995, 36 (21) : 4135 - 4140
  • [35] THE EFFECT OF SUBSTITUENTS ON THE REACTIVITY OF ANILINE WITH PHOSPHATE RADICAL
    SUBRAMANIAN, P
    RAJARAM, J
    RAMAKRISHNAN, V
    KURIACOSE, JC
    TETRAHEDRON, 1988, 44 (14) : 4631 - 4636
  • [36] Structure of Mono-Hydrated Aniline Dimer Cation
    Alauddin, Mohammad
    Roy, Madhusudan
    Nam, Sang Hwan
    Song, Jae Kyu
    Park, Seung Min
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2021, 42 (02) : 188 - 192
  • [37] Efficient unimolecular deprotonation of aniline radical cations
    Dombrowski, GW
    Dinnocenzo, JP
    Zielinski, PA
    Farid, S
    Wosinska, ZM
    Gould, IR
    JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (10): : 3791 - 3800
  • [38] CONFORMATION OF STERICALLY HINDERED ANILINE CATION RADICALS AND BENZYL CATIONS
    WOYNAR, H
    SCHAFER, H
    BERNDT, A
    THIEL, W
    SCHWEIG, A
    ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 1979, 34 (09): : 1339 - 1340
  • [39] Photodecomposition reaction of trapped aniline cation by photofragment excitation spectroscopy
    Kato, K
    Yamanouchi, K
    CHEMICAL PHYSICS LETTERS, 2004, 397 (1-3) : 237 - 241
  • [40] Hybrid aniline/silica xerogel cation adsorption and thermodynamics of interaction
    Pavan, FA
    Lima, IS
    Benvenutti, EV
    Gushikem, Y
    Airoldi, C
    JOURNAL OF COLLOID AND INTERFACE SCIENCE, 2004, 275 (02) : 386 - 391
12345