Mechanism of Intermolecular Ene-yne Metathesis Promoted by the Grubbs First-Generation Catalyst: An Alternative Entry Point to Catalysis

被引：11
|
作者：
Marshall, Jennifer E. [1 ]
Keister, Jerome B. [1 ]
Diver, Steven T. [1 ]
机构：
[1] SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA
来源：
ORGANOMETALLICS | 2011年 / 30卷 / 06期
基金：
美国国家科学基金会;
关键词：
ENYNE METATHESIS; OLEFIN METATHESIS; CARBENE COMPLEXES; RUTHENIUM;
D O I：
10.1021/om200133j
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The kinetics of intermolecular alkene-alkyne (ene-yne) metathesis promoted by the first generation Grubbs catalyst (Cy(3)P)(2)Cl(2)Ru=CHPh (1) were investigated. The dissociated tricycloherylphosphine plays an important kinetic role during the initial exchange with the terminal alkyne, resulting in a half-order rate dependence on 1 and first-order dependence on the alkyne.
引用
收藏
页码：1319 / 1321
页数：3
相关论文
共 13 条
  • [1] Mechanistic studies of intermolecular ene-yne metathesis promoted by the Hoveyda-Grubbs catalyst
    Marshall, Jennifer E.
    Keister, Jerome B.
    Diver, Steven T.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2011, 242
  • [2] Stability of the first-generation Grubbs metathesis catalyst in a continuous flow reactor
    Lysenko, Zenon
    Maughon, Bob R.
    Mokhtar-Zadeh, Tezi
    Tulchinsky, Michael L.
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2006, 691 (24-25) : 5197 - 5203
  • [3] Impact of the Olefin and Diazene Structure on the Heterofunctional Azo Metathesis Catalyzed by the First-Generation Grubbs Catalyst
    Jawiczuk, Magdalena
    Trzaskowski, Bartosz
    ORGANOMETALLICS, 2024, 43 (18) : 2044 - 2051
  • [4] Assessment of Stereoelectronic Effects in Grubbs First-Generation Olefin Metathesis Catalysis Using Molecular Electrostatic Potential
    Mathew, Jomon
    Suresh, Cherumuttathu H.
    ORGANOMETALLICS, 2011, 30 (06) : 1438 - 1444
  • [5] Regio- and stereoselective hydrosilylation of terminal alkynes using Grubbs' first-generation olefin-metathesis catalyst
    Aricó, CS
    Cox, LR
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2004, 2 (18) : 2558 - 2562
  • [6] New approach to the synthesis of macrocyclic tetralactones via ring-closing metathesis using Grubbs' first-generation catalyst
    Muthusamy, Sengodagounder
    Gnanaprakasam, Boopathy
    Suresh, Eringathodi
    JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (04): : 1495 - 1498
  • [7] Ring-opening metathesis polymerization (ROMP) of fullerene-containing monomers in the presence of a first-generation Grubbs catalyst
    Yu. N. Biglova
    A. G. Mustafin
    S. A. Torosyan
    R. Z. Biglova
    M. S. Miftakhov
    Kinetics and Catalysis, 2017, 58 : 111 - 121
  • [8] Ring-Opening Metathesis Polymerization (ROMP) of Fullerene-Containing Monomers in the Presence of a First-Generation Grubbs Catalyst
    Biglova, Yu. N.
    Mustafin, A. G.
    Torosyan, S. A.
    Biglova, R. Z.
    Miftakhov, M. S.
    KINETICS AND CATALYSIS, 2017, 58 (02) : 111 - 121
  • [9] Renewable monomer feedstocks via olefin metathesis: Fundamental mechanistic studies of methyl oleate ethenolysis with the first-generation grubbs catalyst
    Burdett, KA
    Harris, LD
    Margl, P
    Maughon, BR
    Mokhtar-Zadeh, T
    Saucier, PC
    Wasserman, EP
    ORGANOMETALLICS, 2004, 23 (09) : 2027 - 2047
  • [10] Synthesis of α,β-unsaturated 4,5-disubstituted γ-lactones via ring-closing metathesis catalyzed by the first-generation Grubbs' catalyst
    Bassetti, M
    D'Annibale, A
    Fanfoni, A
    Minissi, F
    ORGANIC LETTERS, 2005, 7 (09) : 1805 - 1808
12