Neutral and Cationic Zirconium Complexes Bearing Multidentate Aminophenolato Ligands for Hydrophosphination Reactions of Alkenes and Heterocumulenes

被引:24
作者
Zhang, Yu [1 ]
Qu, Liye [1 ]
Wang, Yaorong [1 ]
Yuan, Dan [1 ]
Yao, Yingming [1 ]
Shen, Qi [1 ]
机构
[1] Soochow Univ, Coll Chem Chem Engn & Mat Sci, Key Lab Organ Synth Jiangsu Prov, Dushu Lake Campus, Suzhou 215123, Peoples R China
基金
中国国家自然科学基金;
关键词
RING-OPENING POLYMERIZATION; CATALYZED ACRYLONITRILE HYDROPHOSPHINATION; AMINE BIS(PHENOLATE) LIGANDS; RARE-EARTH COMPLEXES; H BOND ADDITION; INTERMOLECULAR HYDROPHOSPHINATION; PLATINUM(0)-CATALYZED HYDROPHOSPHINATION; HYDROAMINATION REACTIONS; 1-HEXENE POLYMERIZATION; ASYMMETRIC-SYNTHESIS;
D O I
10.1021/acs.inorgchem.7b02248
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Zirconium complexes supported by multi dentate aminophenolato ligands were synthesized and characterized. The catalytic activities of neutral zirconium complexes and their cationic derivatives in the hydro-phosphination of alkenes as well as heterocumulenes have been investigated and compared. Neutral complex 1 bearing a multidentate amino mono(phenolato) ligand exhibited high activity in hydrophosphination of simple alkenes, and anti-Markovnikov products were obtained in 37-94% yields at room temperature. Cationic species generated in situ from complex 3 stabilized by a bis(phenolato) ligand were found to be more active for hydrophosphination of heterocumulenes, i.e., carbodiimides and isocyanates, and gave phosphaguanidines and phosphaureas in 67-93% yields. The Lewis acidity and coordination space of metal centers are modified through changes in the ligand structure, which is found to significantly influence catalytic activity. These complexes are among the most active group 4 metal-based catalysts for hydrophosphination reactions.
引用
收藏
页码:139 / 149
页数:11
相关论文
共 85 条
  • [31] Synthesis of Calcium and Ytterbium Complexes Supported by a Tridentate Imino-Amidinate Ligand and Their Application in the Intermolecular Hydrophosphination of Alkenes and Alkynes
    Hu, Hongfan
    Cui, Chunming
    [J]. ORGANOMETALLICS, 2012, 31 (03) : 1208 - 1211
  • [32] Copper-catalyzed hydrophosphinations of styrenes in water at room temperature
    Isley, Nicholas A.
    Linstadt, Roscoe T. H.
    Slack, Eric D.
    Lipshutz, Bruce H.
    [J]. DALTON TRANSACTIONS, 2014, 43 (35) : 13196 - 13200
  • [33] From Syndiotactic Homopolymers to Chemically Tunable Alternating Copolymers: Highly Active Yttrium Complexes for Stereoselective Ring-Opening Polymerization of β-Malolactonates
    Jaffredo, Cedric G.
    Chapurina, Yulia
    Guillaume, Sophie M.
    Carpentier, Jean-Francois
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (10) : 2687 - 2691
  • [34] Ruthenium catalyzed regioselective hydrophosphination of propargyl alcohols
    Jérôme, F
    Monnier, F
    Lawicka, H
    Dérien, S
    Dixneuf, PH
    [J]. CHEMICAL COMMUNICATIONS, 2003, (06) : 696 - 697
  • [35] Actinide-Mediated Catalytic Addition of E-H Bonds (E = N, P, S) to Carbodiimides, Isocyanates, and Isothiocyanates
    Karmel, Isabell S. R.
    Tamm, Matthias
    Eisen, Moris S.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (42) : 12422 - 12425
  • [36] Metallacyclic yttrium alkyl and hydrido complexes: synthesis, structures and catalytic activity in intermolecular olefin hydrophosphination and hydroamination
    Kissel, Alexander A.
    Mahrova, Tatyana V.
    Lyubov, Dmitry M.
    Cherkasov, Anton V.
    Fukin, Georgy K.
    Trifonov, Alexander A.
    Del Rosal, Iker
    Maron, Laurent
    [J]. DALTON TRANSACTIONS, 2015, 44 (27) : 12137 - 12148
  • [37] Yttrium- and Aluminum-Bis(phenolate)pyridine Complexes: Catalysts and Model Compounds of the Intermediates for the Stereoselective Ring-Opening Polymerization of Racemic Lactide and β-Butyrolactone
    Klitzke, Joice S.
    Roisnel, Thierry
    Kirillov, Evgeny
    Casagrande, Osvaldo de L., Jr.
    Carpentier, Jean-Francois
    [J]. ORGANOMETALLICS, 2014, 33 (01) : 309 - 321
  • [38] Contemporary avenues in catalytic P-H bond addition reaction: A case study of hydrophosphination
    Koshti, Vijay
    Gaikwad, Shahaji
    Chikkali, Samir H.
    [J]. COORDINATION CHEMISTRY REVIEWS, 2014, 265 : 52 - 73
  • [39] Copper(I)-catalyzed hydrophosphination of styrenes
    Leyva-Perez, Antonio
    Vidal-Moya, Jose A.
    Cabrero-Antonino, Jose R.
    Al-Deyab, Salem S.
    Al-Resayes, Saud I.
    Corma, Avelino
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2011, 696 (01) : 362 - 367
  • [40] Heteroleptic Alkyl and Amide Iminoanilide Alkaline Earth and Divalent Rare Earth Complexes for the Catalysis of Hydrophosphination and (Cyclo)Hydroamination Reactions
    Liu, Bo
    Roisnel, Thierry
    Carpentier, Jean-Francois
    Sarazin, Yann
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (40) : 13445 - 13462