Transition-Metal-Mediated Reactions for Csp2-F Bond Construction: The State of Play

被引：95
|
作者：
Brown, John M. [1 ]
Gouverneur, Veronique [1 ]
机构：
[1] Univ Oxford, Chem Res Lab, Oxford OX1 3TA, England
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 46期
关键词：
alkenes; arenes; homogeneous catalysis; fluorine; transition metals; FORMING REDUCTIVE ELIMINATION; ARYLPALLADIUM(II) HALIDE-COMPLEXES; POSITRON-EMISSION-TOMOGRAPHY; PALLADIUM(IV) COMPLEXES; CESIUM FLUOROXYSULFATE; ACETYL HYPOFLUORITE; ARYLBORONIC ACIDS; ARYL FLUORIDES; C-O; FLUORINATION;
D O I：
10.1002/anie.200902121
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
It's a rate thing: Crucial conceptual advances have allowed for the development of a Pd-mediated pathway to Caryl-F by using either electrophilic (right) or nucleophilic (left) fluorinating reagents. Of significance is the recognition that PdIV intermediates reduce the barrier to C-F reductive elimination and the use of an ancillary bulky ligand to force reductive elimination from a 14-electron PdII complex. © 2009 Wiley-VCH Verlag GmbH &. Co. KGaA.
引用
下载
收藏
页码：8610 / 8614
页数：5
相关论文
共 50 条
  • [1] Transition-metal-mediated dearomatization reactions
    Pape, AR
    Kaliappan, KP
    Kündig, EP
    CHEMICAL REVIEWS, 2000, 100 (08) : 2917 - 2940
  • [2] TRANSITION-METAL-MEDIATED C-S BOND-CLEAVAGE REACTIONS
    LUH, TY
    NI, ZJ
    SYNTHESIS-STUTTGART, 1990, (02): : 89 - 103
  • [3] Recent advances in transition-metal-mediated Csp2-B and Csp2-P cross-coupling reactions
    Rout, Laxmidhar
    Punniyamurthy, Tharmalingam
    COORDINATION CHEMISTRY REVIEWS, 2021, 431
  • [4] TRANSITION-METAL-MEDIATED REACTIONS OF ORGANIC ISOCYANATES
    BRAUNSTEIN, P
    NOBEL, D
    CHEMICAL REVIEWS, 1989, 89 (08) : 1927 - 1945
  • [5] Transition-metal-mediated reactions in combinatorial synthesis
    Andres, CJ
    Whitehouse, DL
    Deshpande, MS
    CURRENT OPINION IN CHEMICAL BIOLOGY, 1998, 2 (03) : 353 - 362
  • [6] Phosphorus-mediated double bond metathesis, a comparison with transition-metal-mediated reactions.
    Meyer, TY
    Bell, SA
    Riley, PN
    Knapton, DJ
    Fortney, CF
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2000, 220 : U522 - U523
  • [7] State-of-the-Art Advances in Enantioselective Transition-Metal-Mediated Reactions of Silacyclobutanes
    Huang, Wei-Sheng
    Wang, Qing
    Yang, Hua
    Xu, Li-Wen
    SYNTHESIS-STUTTGART, 2022, 54 (24): : 5400 - 5408
  • [8] Transition-Metal-Mediated and -Catalyzed C-F Bond Activation by Fluorine Elimination
    Fujita, Takeshi
    Fuchibe, Kohei
    Ichikawa, Junji
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (02) : 390 - 402
  • [9] Transition-metal-mediated radical reactions. 3. Transition-metal-mediated radical reactions as an easy route to 2-C-analogues of carbohydrates
    Linker, T
    Hartmann, K
    Sommermann, T
    Scheutzow, D
    Ruckdeschel, E
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (15): : 1730 - 1732
  • [10] Development of new transition-metal-mediated radiofluorination reactions
    Makaravage, Katarina
    Brooks, Allen
    Lee, So-Jeong
    Thompson, Stephen
    Ichiishi, Naoko
    Mossine, Andrew
    McCammant, Matthew
    Sanford, Melanie
    Scott, Peter
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2016, 252
12345