Carbon-carbon bond formation and cleavage in the dimerization of a nickelacycle

被引:23
|
作者
Ramakrishna, TVV [1 ]
Sharp, PR [1 ]
机构
[1] Univ Missouri, Columbia, MO 65211 USA
关键词
D O I
10.1021/om0497590
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Addition of 1,12-dilithiotriphenylenediyl to L2NiCl2 (L = PEt3) gives the nickelacycle L2Ni(1,12-triphenylenediyl), which decomposes to a dimer (L2NiC36H20) containing two coupled triphenylene moieties with a new C-C bond. Thermolysis of the dimer completes the coupling, yielding a chiral tetraphenylene, while alkyne addition leads to cleavage of the newly formed C-C bond of the dimer and cycloaddition of the alkyne to the triphenylene fragment.
引用
收藏
页码:3079 / 3081
页数:3
相关论文
共 50 条
  • [41] Efficient nickel mediated carbon-carbon bond cleavage of organonitriles
    Schaub, Thomas
    Doering, Christian
    Radius, Udo
    DALTON TRANSACTIONS, 2007, (20) : 1993 - 2002
  • [42] CARBON-CARBON BOND-CLEAVAGE REACTIONS IN DECOMPOSITION OF METALLACYCLES
    GRUBBS, RH
    MIYASHITA, A
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (23) : 7418 - 7420
  • [43] Direct observation of carbon-carbon bond cleavage in ultrafast decarboxylations
    Bockman, TM
    Hubig, SM
    Kochi, JK
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (18) : 4502 - 4503
  • [44] Biomass valorization via electrocatalytic carbon-carbon bond cleavage
    Wang, Keping
    Guo, Zhenyan
    Zhou, Min
    Yang, Ying
    Li, Lanyun
    Li, Hu
    Luque, Rafael
    Saravanamurugan, Shunmugavel
    JOURNAL OF ENERGY CHEMISTRY, 2024, 91 : 542 - 578
  • [45] Cleavage of the carbon-carbon bond in biphenylene using transition metals
    Perthuisot, C
    Edelbach, BL
    Zubris, DL
    Simhai, N
    Iverson, CN
    Müller, C
    Satoh, T
    Jones, WD
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2002, 189 (01) : 157 - 168
  • [46] Catalytic carbon-carbon bond cleavage and carbon-element bond formation give new life for polyolefins as biodegradable surfactants
    Kanbur, Uddhav
    Zang, Guiyan
    Paterson, Alexander L.
    Chatterjee, Puranjan
    Hackler, Ryan A.
    Delferro, Massimiliano
    Slowing, Igor I.
    Perras, Frederic A.
    Sun, Pingping
    Sadow, Aaron D.
    CHEM, 2021, 7 (05): : 1347 - 1362
  • [47] REGIOSELECTIVE RING-CLEAVAGE REACTION OF TETRAHYDROFURANS AND TETRAHYDROPYRANS ACCOMPANIED BY CARBON-CARBON BOND FORMATION
    OKU, A
    HOMOTO, Y
    HARADA, T
    CHEMISTRY LETTERS, 1986, (09) : 1495 - 1498
  • [48] Chemocatalytic value addition of glucose without carbon-carbon bond cleavage/formation reactions: an overview
    Dutta, Saikat
    Bhat, Navya Subray
    RSC ADVANCES, 2022, 12 (08) : 4891 - 4912
  • [49] CARBON-CARBON BOND FORMATION VIA PHOSPHINE-INITIATED CLEAVAGE OF BETA-OXOSULFIDES
    UENO, Y
    YADAV, LDS
    OKAWARA, M
    CHEMISTRY LETTERS, 1983, (06) : 831 - 834
  • [50] ELECTROCHEMICALLY CATALYZED CLEAVAGE OF CARBON-CARBON BOND - INTERMEDIATE FORMATION OF METAL-CARBENE COMPLEXES
    STRELETS, VV
    RUDAKOV, VM
    EFIMOV, ON
    JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 1979, 95 (01) : 103 - 108