Demethylation of coordinated hexamethylbenzene. Carbon-carbon bond activation during ruthenium-mediated [3+2] allyl alkyne cycloaddition reactions

被引：12
|
作者：
Older, CM [1 ]
Stryker, JM [1 ]
机构：
[1] Univ Alberta, Dept Chem, Edmonton, AB T6G 2G2, Canada
来源：
ORGANOMETALLICS | 1998年 / 17卷 / 26期
关键词：
D O I：
10.1021/om980823l
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The demethylation. of coordinated hexamethylbenzene is integrated into [3 + 2] allyl/alkyne cycloaddition reactions mediated by (eta(6)-hexamethylbenzene)-Ru(eta(3)-allyl)OTf. The reaction proceeds in high yield at or below room temperature and yields methane and (eta(6)-pentamethylbenzene)ruthenium(1,2-dialkylcyclopentadienyl)+OTf- complexes exclusively. Cycloaddition, with carbon-carbon bond activation, is general for a range of disubstituted alkynes.
引用
收藏
页码：5596 / 5598
页数：3
相关论文
共 21 条
  • [1] Carbon-carbon bond activation by electrophilic complexes of cobalt: Anomalous [3+2+2] allyl/alkyne cycloaddition reactions and [5+2] cyclopentenyl/alkyne insertion-ring expansion reactions
    Dzwiniel, TL
    Etkin, N
    Stryker, JM
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (45) : 10640 - 10641
  • [2] Asymmetric [3+2] cycloaddition of donor-acceptor aziridines with aldehydes via carbon-carbon bond cleavage
    Liao, Yuting
    Liu, Xiaohua
    Zhang, Yu
    Xu, Yali
    Xia, Yong
    Lin, Lili
    Feng, Xiaoming
    CHEMICAL SCIENCE, 2016, 7 (06) : 3775 - 3779
  • [3] Proton mediated carbon-carbon bond formation between the β-carbon of η1-allyl and α-carbon of alkynyl groups coordinated to "IrBr(CO)(PPh3)2"
    Chin, CS
    Won, G
    Kim, M
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2001, 22 (03) : 255 - 256
  • [4] Electrophile (H+, Me+)-mediated carbon-carbon bond formation between η3-allyl and alkynyl groups coordinated to "Cp*Ir"
    Chin, CS
    Maeng, W
    Chong, D
    Won, G
    Lee, B
    Park, YJ
    Shin, JM
    ORGANOMETALLICS, 1999, 18 (11) : 2210 - 2215
  • [5] Carbon-carbon bond activation by B(OMe)3/B2pin2-mediated fragmentation borylation
    Wang, Li
    Zhong, Qi
    Zou, Youliang
    Yin, Youzhi
    Wu, Aizhen
    Chen, Quan
    Zhang, Ke
    Jiang, Jiachen
    Zhao, Mengzhen
    Zhang, Hua
    CHEMICAL SCIENCE, 2021, 12 (45) : 15104 - 15109
  • [6] Nickel(II)-catalyzed diastereoselective [3+2] cycloaddition of N-tosyl-aziridines and aldehydes via selective carbon-carbon bond cleavage
    Wu, Xingxing
    Lia, Lei
    Zhang, Junliang
    CHEMICAL COMMUNICATIONS, 2011, 47 (27) : 7824 - 7826
  • [7] CARBON-CARBON BOND FORMATION DURING THERMOLYSIS OF BIS(2, 4-DIMETHYL-1, 3-PENTADIENYL)RUTHENIUM
    KIRSS, RU
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1991, 202 : 305 - INOR
  • [8] Highly regioselective Lewis acid-catalyzed [3+2] cycloaddition of alkynes with donor-acceptor oxiranes by selective carbon-carbon bond cleavage of epoxides
    Liu, Renrong
    Zhang, Mei
    Zhang, Junliang
    CHEMICAL COMMUNICATIONS, 2011, 47 (48) : 12870 - 12872
  • [9] Carbon-gold bond formation through [3+2] cycloaddition reactions of gold(I) azides and terminal alkynes
    Partyka, David V.
    Updegraff, James B., III
    Zeller, Matthias
    Hunter, Allen D.
    Gray, Thomas G.
    ORGANOMETALLICS, 2007, 26 (01) : 183 - 186
  • [10] Lewis Acid-catalyzed [3+2]Cycloaddition of Alkynes with N-Tosylaziridines via Carbon-Carbon Bond Cleavage: Synthesis of Highly Substituted 3-Pyrrolines
    Li, Lei
    Zhang, Junliang
    ORGANIC LETTERS, 2011, 13 (22) : 5940 - 5943
123