Metal-Ligand Cooperation in the Cycloisomerization of Alkynoic Acids with Indenediide Palladium Pincer Complexes

被引:60
|
作者
Nebra, Noel
Monot, Julien
Shaw, Rosie
Martin-Vaca, Blanca [1 ]
Bourissou, Didier
机构
[1] Univ Toulouse, UPS, LHFA, F-31062 Toulouse, France
来源
ACS CATALYSIS | 2013年 / 3卷 / 12期
关键词
pincer complexes; metal-ligand cooperation; palladium; cycloisomerization; noninnocent ligand; homogeneous catalysis; CATALYZED CYCLIZATION; RUTHENIUM COMPLEXES; INTRAMOLECULAR CYCLIZATION; ASYMMETRIC CATALYSIS; CARBON-DIOXIDE; ENOL LACTONES; HYDROGEN; METHANOL; WATER; DEHYDROGENATION;
D O I
10.1021/cs401029x
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Indenediide Pd complexes 1a-c are shown to very efficiently catalyze the cycloisomerization of alkynoic acids into alkylidene lactones via metal ligand cooperation (TON up to 2000). Complexes 1a-c are competent toward a broad range of alkynoic acids, including functionalized and internal ones, and give access to 5- as well as 6- and 7-membered lactones in excellent yields and with very high selectivities.
引用
下载
收藏
页码:2930 / 2934
页数:5
相关论文
共 50 条
  • [1] Palladium NNC Pincer Complex as an Efficient Catalyst for the Cycloisomerization of Alkynoic Acids
    Conde, Nerea
    SanMartin, Raul
    Teresa Herrero, Maria
    Dominguez, Esther
    ADVANCED SYNTHESIS & CATALYSIS, 2016, 358 (20) : 3283 - 3292
  • [2] Enhanced Catalytic Performance of Indenediide Palladium Pincer Complexes for Cycloisomerization: Efficient Synthesis of Alkylidene Lactams
    Espinosa-Jalapa, Noel Angel
    Ke, Diandian
    Nebra, Noel
    Le Goanvic, Lucas
    Mallet-Ladeira, Sonia
    Monot, Julien
    Martin-Vaca, Blanca
    Bourissou, Didier
    ACS CATALYSIS, 2014, 4 (10): : 3605 - 3611
  • [3] Approaches to sustainable energy based on pincer complexes capable of metal-ligand cooperation
    Milstein, David
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2018, 256
  • [4] Metal-Ligand Cooperation Facilitates Bond Activation and Catalytic Hydrogenation with Zinc Pincer Complexes
    Rauch, Michael
    Kar, Sayan
    Kumar, Amit
    Avram, Liat
    Shimon, Linda J. W.
    Milstein, David
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2020, 142 (34) : 14513 - 14521
  • [5] Recent Advances in the Applications of Metal-Ligand Cooperation via Dearomatization and Aromatization of Pincer Complexes
    Kumar, Amit
    Milstein, David
    METAL-LIGAND CO-OPERATIVITY: CATALYSIS AND THE PINCER-METAL PLATFORM, 2021, 68 : 1 - 23
  • [6] Metal-Ligand Cooperation at Phosphine-Based Acceptor Pincer Ligands
    Tiddens, Martine R.
    Moret, Marc-Etienne
    METAL-LIGAND CO-OPERATIVITY: CATALYSIS AND THE PINCER-METAL PLATFORM, 2021, 68 : 25 - 69
  • [7] Facile dearomatization and metal-ligand cooperation in an unfunctionalized PCP-pincer
    Kosanovich, Alex
    Komatsu, Christopher
    Ozerov, Oleg
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2018, 255
  • [8] Metal-ligand cooperation between palladium and a diphosphine ligand with an olefinic backbone
    Barrett, Brittany J.
    Iluc, Vlad M.
    INORGANICA CHIMICA ACTA, 2017, 460 : 35 - 42
  • [9] Determination of metal-ligand bond energies for pincer iridium complexes
    Field, Kathleen D.
    Bano, Samreen
    Kundu, Sabuj
    Krogh-Jespersen, Karsten
    Goldman, Alan S.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2013, 245
  • [10] Influence of the Ligand Backbone in Pincer Complexes: Indenediide-, Indolyl-, and Indenyl-Based SCS Palladium Complexes
    Lisena, Jerome
    Monot, Julien
    Mallet-Ladeira, Sonia
    Martin-Vaca, Blanca
    Bourissou, Didier
    ORGANOMETALLICS, 2013, 32 (15) : 4301 - 4305