Synthesis, characterization, and catalytic activity of (1,2-Diaryl)alkenylphosphine palladium complexes

被引:7
作者
Xi, Chanjuan [1 ]
Yu, Bingran [2 ]
Yan, Xiaoyu [1 ]
Tang, Ning [2 ]
机构
[1] Tsinghua Univ, Dept Chem, Minist Educ, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Beijing 100084, Peoples R China
[2] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
基金
中国国家自然科学基金;
关键词
(1,2-Diaryl)alkenylphosphine; Palladium(II) complex; Suzuki-Miyaura coupling; Catalyst; Catalytic activity; CROSS-COUPLING REACTIONS; ARYL HALIDES; METALLO-PHOSPHORYLATION; EFFICIENT CATALYSTS; CRYSTAL-STRUCTURE; BOND FORMATION; AMINATION; DERIVATIVES; BROMIDES; ALKYNES;
D O I
10.1016/j.poly.2012.06.010
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
series of (1,2-diaryl)alkenylphosphine palladium complexes have been designed and synthesized. The structures of palladium complexes depend on the ratio of amount of using PdCl2(CH3CH)(2) and ligands. Additions of one equivalent of ligands afford dipalladium complexes [(RCH)-C-1=CR2(PR2)PdCl2](2), R-1 = R-2 = R = Ph, (C1); R-1 = R-2 = p-tolyl, R = Ph, (C2); R-1 = R-2 = Ph, R = Pr-i, (C3). The dipalladium complexes (C1-C3) adopt a transoid conformation and existed as chlorine-bridged dimer with a single alkenylphosphine ligand at each Pd. Complex Cl is confirmed by X-ray crystallography. Additions of two equivalents of ligands afford monopalladium complexes {[(RCH)-C-1=CR2(PR2)](2)PdCl2}, R-1 = R-2 = R = Ph, (C4); R-1 = R-2 = p-tolyl, R = Ph, (C5); R-1 = R-2 = Ph, R = Pr-i, (C6). The monopalladium complexes (C4-C6) adopt a transoid conformation with two alkenylphosphines. Complex C4 and C5 were confirmed by X-ray crystallography, respectively. For a crystal structure of complex C4, there are two independent palladium complexes in the asymmetric unit. All the complexes as a catalyst show good catalytic activity in Suzuki-Miyaura reaction. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1323 / 1328
页数:6
相关论文
共 50 条
  • [21] Synthesis, Crystal Structure and Catalytic Activity Palladium(II) Complexes Containing Bulky Azole Ligands
    Zhang Meng-Yao
    Zhang Ying-Ying
    Zhang Hui-Xin
    Wang Shen
    Wang Ya-Qi
    Zeng Yong-Fei
    Liu Gui-Yan
    CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2020, 39 (09) : 1669 - 1674
  • [22] Preparation and characterization of palladium(II) complexes with N-arylalkyliminodiacetic acids. Catalytic activity of complexes in methoxycarbonylation of iodobenzene
    Smrecki, Neven
    Kukovec, Boris-Marko
    Jazwinski, Jaroslaw
    Liu, Ye
    Zhang, Jing
    Mikecin, Ana-Matea
    Popovic, Zora
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2014, 760 : 224 - 230
  • [23] Green synthesis, characterization and catalytic activity of palladium nanoparticles by xanthan gum
    Kumari, Amrutham Santoshi
    Venkatesham, Maragoni
    Ayodhya, Dasari
    Veerabhadram, Guttena
    APPLIED NANOSCIENCE, 2015, 5 (03) : 315 - 320
  • [24] Synthesis, Characterization, and Catalytic Activity of Palladium-polyvinylpyrrolidone Complex in Oxidation of Octene-1
    Akbayeva, D. N.
    Bakirova, B. S.
    Seilkhanova, G. A.
    Sitzmann, H.
    BULLETIN OF CHEMICAL REACTION ENGINEERING AND CATALYSIS, 2018, 13 (03) : 560 - 572
  • [25] Green synthesis, characterization and catalytic activity of palladium nanoparticles by xanthan gum
    Amrutham Santoshi kumari
    Maragoni Venkatesham
    Dasari Ayodhya
    Guttena Veerabhadram
    Applied Nanoscience, 2015, 5 : 315 - 320
  • [26] Butylene linked palladium N-heterocyclic carbene complexes: Synthesis and catalytic properties
    Demir, Serpil
    Ozdemir, Ismail
    Arslan, Hakan
    VanDerveer, Don
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2011, 696 (13) : 2589 - 2593
  • [27] Synthesis and catalytic activity of ionic palladium N-heterocyclic carbene complexes
    Yasar, Sedat
    Akkoc, Mitat
    Ozdemir, Namik
    Ozdemir, Ismail
    TURKISH JOURNAL OF CHEMISTRY, 2019, 43 (06) : 1622 - +
  • [28] Triazole Appended Phosphines: Synthesis, Palladium Complexes, and Catalytic Studies
    Mondal, Dipanjan
    Balakrishna, Maravanji S.
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2020, 2020 (25) : 2392 - 2402
  • [29] Synthesis, Structural Characterization, and Catalytic Evaluation of Palladium Complexes with Homologous Ferrocene-Based Pyridylphosphine Ligands
    Stepnicka, Petr
    Schulz, Jiri
    Klemann, Thorsten
    Siemeling, Ulrich
    Cisarova, Ivana
    ORGANOMETALLICS, 2010, 29 (14) : 3187 - 3200
  • [30] Organochalcogen ligands and their palladium(II) complexes: Synthesis to catalytic activity for Heck coupling
    Kumar, Arun
    Rao, Gyandshwar Kumar
    Singh, Ajai K.
    RSC ADVANCES, 2012, 2 (33) : 12552 - 12574