A new class of easily activated palladium precatalysts for facile C-N cross-coupling reactions and the low temperature oxidative addition of aryl chlorides

被引：358
|
作者：
Biscoe, Mark R. [1 ]
Fors, Brett P. [1 ]
Buchwald, Stephen L. [1 ]
机构：
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2008年 / 130卷 / 21期
关键词：
D O I：
10.1021/ja801137k
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A new class of one-component Pd precatalysts bearing biarylphosphine ligands is described. These precatalysts are air- and thermally stable, are easily activated under normal reaction conditions at or below room temperature and ensure the formation of the highly active monoligated Pd(0) complex necessary for oxidative addition. The use of these precatalysts as a convenient source of LPd(0) in C-N cross-coupling reactions is explored. The reactivity that is demonstrated in this study is unprecedented in palladium chemistry.
引用
收藏
页码：6686 / +
页数：3
相关论文
共 50 条
  • [1] A New Class of Easily Activated Palladium Precatalysts for Facile C-N Cross-Coupling Reactions and the Low Temperature Oxidative Addition of Aryl Chlorides (vol 130, pg 6686, 2011)
    Biscoe, Mark R.
    Fors, Brett P.
    Buchwald, Stephen L.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (41) : 16707 - 16707
  • [2] Design and preparation of new palladium precatalysts for C-C and C-N cross-coupling reactions
    Bruno, Nicholas C.
    Tudge, Matthew T.
    Buchwald, Stephen L.
    CHEMICAL SCIENCE, 2013, 4 (03) : 916 - 920
  • [3] Design of palladium (II) methanesulfonate precatalysts for C-C, C-O and C-N cross-coupling reactions
    Bruno, Nicholas C.
    Tudge, Matthew T.
    Buchwald, Stephen L.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2013, 246
  • [4] Applications of Palladium-Catalyzed C-N Cross-Coupling Reactions
    Ruiz-Castillo, Paula
    Buchwald, Stephen L.
    CHEMICAL REVIEWS, 2016, 116 (19) : 12564 - 12649
  • [5] The Complementary Competitors: Palladium and Copper in C-N Cross-Coupling Reactions
    Beletskaya, Irina P.
    Cheprakov, Andrei V.
    ORGANOMETALLICS, 2012, 31 (22) : 7753 - 7808
  • [6] Solid supported aryl/heteroaryl C-N cross-coupling reactions.
    Combs, AP
    Saubern, S
    Rafalski, M
    Lam, PYS
    TETRAHEDRON LETTERS, 1999, 40 (09) : 1623 - 1626
  • [7] Palladium-Catalyzed C-N Cross-Coupling of N′-Monosubstituted Sulfondiimines with Aryl Bromides
    Candy, Mathieu
    Bohmann, Rebekka Anna
    Bolm, Carsten
    ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (16) : 2928 - 2932
  • [8] Suzuki-Miyaura cross-coupling of aryl chlorides catalyzed by palladium precatalysts of N/O-functionalized pyrazolyl ligands
    John, Alex
    Shaikh, Mobin M.
    Ghosh, Prasenjit
    INORGANICA CHIMICA ACTA, 2010, 363 (12) : 3113 - 3121
  • [9] Applications of palladium-catalyzed C-N cross-coupling reactions in pharmaceutical compounds
    Emadi, Reza
    Nekoo, Abbas Bahrami
    Molaverdi, Fatemeh
    Khorsandi, Zahra
    Sheibani, Reza
    Sadeghi-Aliabadi, Hojjat
    RSC ADVANCES, 2023, 13 (27) : 18715 - 18733
  • [10] Theoretical investigations on copper catalyzed C-N cross-coupling reaction between aryl chlorides and amines
    Ahmad, Khalil
    Khan, Bilal Ahmad
    Akram, Bilal
    Khan, Jahanzeb
    Mahmood, Rashid
    Roy, Soumendra K.
    COMPUTATIONAL AND THEORETICAL CHEMISTRY, 2018, 1134 : 1 - 7
12345