Olefin metathesis catalysts bearing hemilabile NHC ligands: Effect of remote torsional strain on activity

被引:2
作者
Wang, Haoyu [1 ]
Yu, Haitao [1 ]
Bai, Dong [1 ]
Yao, Dan [1 ]
Han, Yongjun [1 ]
Shi, Yichao [2 ]
Wang, Zhiqun [1 ,3 ]
机构
[1] Aerosp Ctr Hosp, Dept Radiol, Beijing, Peoples R China
[2] Aerosp Ctr Hosp, Dept Gastroenterol, Beijing, Peoples R China
[3] Peking Univ, Aerosp Ctr Hosp, Dept Radiol, Aerosp Sch Clin Med, 15 Yuquan Rd, Beijing, Peoples R China
关键词
Olefin metathesis; Ruthenium; N -heterocyclic carbene; Hemilabile; Catalysis; Decomposition; N-HETEROCYCLIC CARBENE; DECOMPOSITION; INITIATORS; MECHANISM; COMPLEXES; EFFICIENT;
D O I
10.1016/j.jcat.2023.03.039
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
A ruthenium olefin metathesis catalyst (C1-H) bearing a novel NHC ligand tethered by a labile ethoxy-pyridyl arm was synthesized and characterized. The initiation rate, kinetics, metathesis activity, and decomposition behavior were compared with its methylated derivative (C1-Me), showing that these two catalysts vary profoundly. We demonstrate the considerable influence of remote torsional strain on the catalytic activity and decomposition behavior of this ligand class - a feature that can be exploited for related systems.Published by Elsevier Inc. This is an open access article under the CC BY license (http://creativecommons. org/licenses/by/4.0/).
引用
收藏
页码:376 / 383
页数:8
相关论文
共 50 条
  • [11] Phosphite ligands in Ru-based olefin metathesis catalysts
    Bantreil, Xavier
    Cazin, Catherine S. J.
    MONATSHEFTE FUR CHEMIE, 2015, 146 (07): : 1043 - 1052
  • [12] Stable ruthenium olefin metathesis catalysts bearing symmetrical NHC ligands with primary and secondary N -alkyl groups
    Ambrosio, Chiara
    Paradiso, Veronica
    Costabile, Chiara
    Bertolasi, Valerio
    Caruso, Tonino
    Grisi, Fabia
    DALTON TRANSACTIONS, 2018, 47 (18) : 6615 - 6627
  • [13] Metathesis Catalysts with Fluorinated Unsymmetrical NHC Ligands
    Masoud, Salekh M.
    Mailyan, Artur K.
    Dorcet, Vincent
    Roisnel, Thierry
    Dixneuf, Pierre H.
    Bruneau, Christian
    Osipov, Sergey N.
    ORGANOMETALLICS, 2015, 34 (11) : 2305 - 2313
  • [14] New olefin metathesis catalysts bearing polyether clamp in N-heterocyclic carbenes ligands
    Hryniewicka, Agnieszka
    Misztalewska, Iwona
    Czajkowska-Szczykowska, Dorota
    Urbanczyk-Lipkowska, Zofia
    Morzycki, Jacek W.
    Witkowski, Stanislaw
    TETRAHEDRON, 2014, 70 (38) : 6810 - 6816
  • [15] Synthesis of Stable Ruthenium Olefin Metathesis Catalysts with Mixed Anionic Ligands
    Gawin, Rafal
    Grela, Karol
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2012, (09) : 1477 - 1484
  • [16] Alternating Ring-Opening Metathesis Polymerization Promoted by Ruthenium Catalysts Bearing Unsymmetrical NHC Ligands
    Troiano, Rubina
    Costabile, Chiara
    Grisi, Fabia
    CATALYSTS, 2023, 13 (01)
  • [17] Moving from Classical Ru-NHC to Neutral or Charged Rh-NHC Based Catalysts in Olefin Metathesis
    Poater, Albert
    MOLECULES, 2016, 21 (02):
  • [18] Olefin metathesis ruthenium catalysts with unsaturated NHC
    Kadyrov, Renat
    Rosiak, Anna
    CHIMICA OGGI-CHEMISTRY TODAY, 2009, 27 (03): : 24 - 26
  • [19] The Impact of Oxygen on Leading and Emerging Ru-Carbene Catalysts for Olefin Metathesis: An Unanticipated Correlation Between Robustness and Metathesis Activity
    Ton, Stephanie J.
    Fogg, Deryn E.
    ACS CATALYSIS, 2019, 9 (12) : 11329 - +
  • [20] Hindered Rotation in New Air-Stable Ruthenium Olefin Metathesis Catalysts with Chromanylmethylidene Ligands
    Hryniewicka, Agnieszka
    Morzycki, Jacek W.
    Siergiejczyk, Leszek
    Witkowski, Stanislaw
    Wojcik, Jacek
    Gryff-Keller, Adam
    AUSTRALIAN JOURNAL OF CHEMISTRY, 2009, 62 (10) : 1363 - 1370