POLAR EFFECTS IN HALOGEN ABSTRACTION REACTIONS OF ALKYL RADICALS

被引：22
|
作者：
GIESE, B
HARTUNG, J
机构：
[1] Institut für Organische Chemie der, Universität Basel, Basel, CH-4056
[2] Institut Für Organische Chemie, Technischen Hochschule Darmstadt, Darmstadt, W-6100
来源：
CHEMISCHE BERICHTE-RECUEIL | 1992年 / 125卷 / 07期
关键词：
POLAR EFFECTS; RADICAL CLOCK; COBALOXIMES; ALKYL; RADICALS; CHLORINE ABSTRACTION;
D O I：
10.1002/cber.19921250734
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
In a series of structurally similar alkyl radicals 1 a - c the tertiary 1,1-dimethyl-5-hexenyl radical 1c reacts 30 times faster with carbon tetrachloride than the primary 5-hexenyl radical 1 a. The reactivity of the secondary 1-methyl-5-hexenyl radical 1 b aligns itself in between the primary and the tertiary radical la and 1c. The results indicate that the increasing nucleophilicity of the alkyl radicals is the major factor contributing to the reactivity.
引用
收藏
页码：1777 / 1779
页数：3
相关论文
共 50 条
  • [1] REACTIONS OF DEUTERATED METHYL RADICALS WITH METHYLFLUOROSILANES - POLAR EFFECTS IN HYDROGEN ABSTRACTION
    BELL, TN
    PLATT, AE
    JOURNAL OF PHYSICAL CHEMISTRY, 1971, 75 (05): : 603 - &
  • [2] The influence of halogen-mediated interactions on halogen abstraction reactions by formyl radicals
    Miranda, Matias O.
    Duarte, Dario J. R.
    Rayon, Victor M.
    PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2025, 27 (06) : 3330 - 3340
  • [3] Rate Constants of Halogen Abstraction from Halogenating Agents by Alkyl Radicals
    A. S. Dneprovskii
    E. V. Eliseenkov
    T. G. Chulkova
    Russian Journal of Organic Chemistry, 2002, 38 : 338 - 343
  • [4] Rate constants of halogen abstraction from halogenating agents by alkyl radicals
    Dneprovskii, AS
    Eliseenkov, EV
    Chulkova, TG
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2002, 38 (03) : 338 - 343
  • [5] POLAR RADICALS VIII - REVERSIBLE HYDROGEN ABSTRACTION IN MECHANISM OF BROMINATION REACTIONS OF BROMOTRICHLOROMETHANE - POLAR EFFECTS IN ABSTRACTION REACTIONS OF TRICHLOROMETHYL FREE-RADICAL
    TANNER, DD
    ARHART, RJ
    BLACKBUR.EV
    DAS, NC
    WADA, N
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1973, (AUG26): : 12 - 12
  • [6] SEPARATION OF POLAR AND RESONANCE EFFECTS IN REACTIONS INVOLVING FREE ALKYL RADICALS
    AFANASEV, IB
    DOKLADY AKADEMII NAUK SSSR, 1969, 187 (06): : 1287 - &
  • [7] POLAR RADICALS .7. REVERSIBLE HYDROGEN ABSTRACTION IN MECHANISM OF BROMINATION REACTIONS OF BROMOTRICHLOROMETHANE - POLAR EFFECTS IN ABSTRACTION REACTIONS OF TRICHLOROMETHYL FREE-RADICAL
    TANNER, DD
    ARHART, RJ
    BLACKBUR.EV
    DAS, NC
    WADA, N
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (03) : 829 - 834
  • [8] HALOGEN ABSTRACTION STUDIES .5. ABSTRACTION OF IODINE BY PHENYL RADICALS FROM IODONAPHTHALENES, IODOPYRIDINES, AND IODOTHIOPHENES - QUESTION OF POLAR EFFECTS
    DANEN, WC
    SAUNDERS, DG
    ROSE, KA
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (14) : 4558 - 4562
  • [9] CONFORMATIONAL EFFECTS OF HALOGEN ON ALKYL RADICALS BY ESR
    EDGE, DJ
    KOCHI, JK
    TETRAHEDRON LETTERS, 1972, (24) : 2427 - &
  • [10] Polar effects control hydrogen-abstraction reactions of charged, substituted phenyl radicals
    Heidbrink, JL
    Ramírez-Arizmendi, LE
    Thoen, KK
    Guler, L
    Kenttämaa, HI
    JOURNAL OF PHYSICAL CHEMISTRY A, 2001, 105 (33): : 7875 - 7884
12345