Pentakis(trifluoromethyl)benzenediazonium Cation: A Useful Building Block for the Syntheis of Trifluoromethyl-Substituted Derivatives

被引:2
|
作者
Kuett, Agnes [1 ]
Werner, Franz [2 ]
Kaljurand, Ivari [1 ]
Leito, Ivo [1 ]
Koppel, Ilmar A. [1 ]
机构
[1] Univ Tartu, Inst Chem, EE-50411 Tartu, Estonia
[2] Tallinn Univ Technol, Dept Chem, EE-12618 Tallinn, Estonia
来源
CHEMPLUSCHEM | 2013年 / 78卷 / 09期
关键词
aromatic substitution; CC coupling; diazo compounds; fluorine; radical reactions; WALLED CARBON NANOTUBES; DIAZONIUM SALTS; ARENEDIAZONIUM IONS; ARYL RADICALS; AMINO-ACIDS; ARYLATION; F-18-FLUOROARYLATION; DIAZOTIZATION; REACTIVITY; VERSATILE;
D O I
10.1002/cplu.201300160
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The sterically crowded, highly electron-deficient diazonium salt C 6(CF3)5N2+ BF 4- has been synthesized and sample dediazotization reactions were carried out. New compounds, C6(CF3) 5I, C6(CF3)5NO2, and C6(CF3)5NO were isolated and identified. Also, a more convenient route to C6(CF3)5NH 2 that gave good yield was achieved. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:932 / 936
页数:5
相关论文
共 50 条
  • [21] Enantioselective synthesis of trifluoromethyl-substituted cyclopropanes
    Denton, Justin R.
    Sukumaran, Dinesh
    Davies, Huw M. L.
    ORGANIC LETTERS, 2007, 9 (14) : 2625 - 2628
  • [22] New α-trifluoromethyl-substituted α-amino phosphonates
    Osipov, SN
    Artyushin, OI
    Kolomiets, AF
    MENDELEEV COMMUNICATIONS, 2000, (05) : 192 - 192
  • [23] Synthesis and transformations of trifluoromethyl-substituted cyanopyrrolines
    Volkonskii, A. Yu.
    Kagramanov, N. D.
    RUSSIAN CHEMICAL BULLETIN, 2023, 72 (07) : 1560 - 1568
  • [24] ELECTROCHEMICAL BEHAVIOR OF TRIFLUOROMETHYL-SUBSTITUTED NITROBENZENE
    GREIG, WN
    ROGERS, JW
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (20) : 5495 - &
  • [25] REACTIONS OF TRIFLUOROMETHYL-SUBSTITUTED AZOMETHINIMINES WITH NUCLEOPHILES
    BURGER, K
    THENN, W
    SCHICKAN.H
    PEUKER, H
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1974, 13 (07): : 476 - 477
  • [26] Synthesis of Trifluoromethyl-Substituted Cyclopentanes through Boron-Radical-Catalyzed Cycloaddition Reaction of Trifluoromethyl-Substituted Alkenes
    Qin, Lulu
    Yu, Tao
    Ding, Zhengwei
    Zhao, Min
    Li, Pengfei
    SYNTHESIS-STUTTGART, 2025,
  • [27] NEW SYNTHESES OF TRIFLUOROMETHYL-SUBSTITUTED HETEROCYCLES
    RABE, G
    SUNDERMEYER, J
    ROESKY, HW
    SCHMIDT, HG
    NOLTEMEYER, M
    CHEMISCHE BERICHTE, 1990, 123 (04) : 691 - 696
  • [28] Trifluoromethyl-substituted di- and tetrahydrotetrazolopyrimidines
    Desenko, SM
    Gladkov, ES
    Nenajdenko, VG
    Shishkin, OV
    Shishkina, SV
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 2004, (01): : 71 - 76
  • [29] Synthesis and transformations of trifluoromethyl-substituted cyanopyrrolines
    A. Yu. Volkonskii
    N. D. Kagramanov
    Russian Chemical Bulletin, 2023, 72 : 1560 - 1568
  • [30] Trifluoromethyl-substituted DI- and tetrahydroazolopyrimidines
    Desenko S.M.
    Gladkov E.S.
    Nenaidenko V.G.
    Shishkin O.V.
    Shishkina S.V.
    Chemistry of Heterocyclic Compounds, 2004, 40 (1) : 65 - 69