Synthesis of carbenes through substitution reactions at a carbene center

被引:54
|
作者
Merceron-Saffon, N
Baceiredo, A
Gornitzka, H
Bertrand, G
机构
[1] Univ Toulouse 3, Lab Heterochim Fondamentale & Appl, UMR 5069, F-31062 Toulouse 04, France
[2] Univ Calif Riverside, Dept Chem, CNRS, UMR 2282,Joint Res Chem Lab, Riverside, CA 92521 USA
关键词
D O I
10.1126/science.1086860
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
An(amino)(phosphino) carbene can be transformed into(amino)(phosphonio) carbenes, which undergo nucleophilic intermolecular as well as intramolecular substitution reactions at the carbene center. A variety of carbenes can be synthesized starting from a single carbene precursor. The resulting gamut of electronic and steric effects possible should open the way not only to a detailed study of the mechanism, but also to the subsequent improvement of catalytic reactions that involve carbene-transition metal complexes.
引用
收藏
页码:1223 / 1225
页数:3
相关论文
共 50 条
  • [1] Synthesis of carbenes through substitution reactions at a carbene center.
    Canac, Y
    Conejero, S
    Bertrand, G
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2004, 227 : U1520 - U1520
  • [2] Catalysis of Organic Reactions by Carbenes and Carbene Complexes
    Korotkikh, N. I.
    Saberov, V. Sh.
    Glinyanaya, N. V.
    Marichev, K. A.
    Kiselyov, A. V.
    Knishevitsky, A. V.
    Rayenko, G. F.
    Shvaika, O. P.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2013, 49 (01) : 19 - 38
  • [3] Catalysis of Organic Reactions by Carbenes and Carbene Complexes
    N. I. Korotkikh
    V. Sh. Saberov
    N. V. Glinyanaya
    K. A. Marichev
    A. V. Kiselyov
    A. V. Knishevitsky
    G. F. Rayenko
    O. P. Shvaika
    Chemistry of Heterocyclic Compounds, 2013, 49 : 19 - 38
  • [4] Dark and Light Reactions of Carbenes-Merging Carbene Transfer Reactions with N-Heterocyclic Carbene Catalysis for the Synthesis of Hydroxamic Acid Esters
    Cai, Bao-Gui
    Li, Qian
    Empel, Claire
    Li, Lei
    Koenigs, Rene M.
    Xuan, Jun
    ACS CATALYSIS, 2022, 12 (18): : 11129 - 11136
  • [5] Computational Investigations of Heme Carbenes and Heme Carbene Transfer Reactions
    Zhang, Yong
    CHEMISTRY-A EUROPEAN JOURNAL, 2019, 25 (58) : 13231 - 13247
  • [6] Advances in heterocycle synthesis through photochemical carbene transfer reactions
    Xie, Zi-Yi
    Xuan, Jun
    CHEMICAL COMMUNICATIONS, 2024, 60 (16) : 2125 - 2136
  • [7] CARBENE REACTIONS .8. SELECTIVITY OF NUCLEOPHILIC CARBENES WITH REGARD TO HETEROCUMULENES
    HOFFMANN, RW
    HAGENBRUCH, B
    SMITH, DM
    CHEMISCHE BERICHTE-RECUEIL, 1977, 110 (01): : 23 - 36
  • [8] Development of Catalytic Carbene Transfer Reactions Using Alkynes as a Source of Carbenes
    Ohe, Kouichi
    Miki, Koji
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2009, 67 (11) : 1161 - 1171
  • [9] REACTIONS OF CARBENES AND DIAZOALKANES WITH KETONES .1. REACTION OF CARBENE WITH ACETONE
    BRADLEY, JN
    LEDWITH, A
    JOURNAL OF THE CHEMICAL SOCIETY, 1963, (JUL): : 3480 - &
  • [10] Oxidation reactions of a nucleophilic palladium carbene: mono and bi-radical carbenes
    Cui, Peng
    Hoffbauer, Melissa R.
    Vyushkova, Mariya
    Iluc, Vlad M.
    DALTON TRANSACTIONS, 2019, 48 (26) : 9663 - 9668