C-H and C-F bond activation reactions of pentafluorostyrene at rhodium complexes

被引:6
|
作者
Xu, Conghui [1 ]
Talavera, Maria [1 ]
Sander, Stefan [1 ]
Braun, Thomas [1 ]
机构
[1] Humboldt Univ, Dept Chem, Brook Taylor Str 2, D-12489 Berlin, Germany
关键词
MARKOVNIKOV-SELECTIVE HYDROBORATION; CARBON-FLUORINE BONDS; ASYMMETRIC HYDROBORATION; CATALYZED HYDROBORATION; EFFICIENT CATALYST; FACILE ACCESS; BORYL COMPLEX; USEFUL TOOL; B-H; REACTIVITY;
D O I
10.1039/c9dt03371h
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The rhodium(i) complexes [Rh(Bpin)(PEt3)(3)] (1), [Rh(H)(PEt3)(3)] (5) and [Rh(Me)(PEt3)(3)] (14) were employed in reactions with pentafluorostyrene affording coordination of the olefin and C-F or C-H bond activation. Control of the reaction conditions allowed for selective activation reactions at different positions at the fluorinated aromatic ring. The rhodacycle trans-[Rh(F)(CH2CH2(2-C6F4))(PEt3)(2)] (7) was identified as an intermediate for an activation at the 2-position. Reactivity studies of the latter with CO led to the generation of trans-[Rh(F)(CH2CH2C6F4)(CO)(PEt3)(2)] (10). Stoichiometric and catalytic hydroboration reactions were achieved using complexes 1 or 5 as catalysts.
引用
收藏
页码:16258 / 16267
页数:10
相关论文
共 50 条
  • [31] C-F Bond Activation of Highly Fluorinated Molecules at Rhodium: From Model Reactions to Catalysis
    Braun, Thomas
    Wehmeier, Falk
    [J]. EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2011, (05) : 613 - 625
  • [32] Preparation of hydrido [CNC]-pincer cobalt complexes via selective C-H/C-F bond activation and their catalytic performances
    Yang, Fei
    Wang, Yangyang
    Lu, Faguan
    Xie, Shangqing
    Qi, Xinghao
    Sun, Hongjian
    Li, Xiaoyan
    Fuhr, Olaf
    Fenske, Dieter
    [J]. NEW JOURNAL OF CHEMISTRY, 2018, 42 (19) : 15578 - 15586
  • [33] First regioselective cyclometalation reactions of cobalt in arylketones: C-H versus C-F activation
    Camadanli, Sebnem
    Beck, Robert
    Floerke, Ulrich
    Klein, Hans-Friedrich
    [J]. DALTON TRANSACTIONS, 2008, (42) : 5701 - 5704
  • [34] Hydrocarbon C-H bond activation by rhodium porphyrins
    Cui, WH
    Wayland, BB
    [J]. JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2004, 8 (1-3) : 103 - 110
  • [35] A comparison of C-F and C-H bond activation by zerovalent Ni and Pt: A density functional study
    Reinhold, M
    McGrady, JE
    Perutz, RN
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (16) : 5268 - 5276
  • [36] Selective C-F/C-H bond activation of fluoroarenes by cobalt complex supported with phosphine ligands
    Li, Junye
    Zheng, Tingting
    Sun, Hongjian
    Xu, Wengang
    Li, Xiaoyan
    [J]. DALTON TRANSACTIONS, 2013, 42 (16) : 5740 - 5748
  • [37] Alkane complexes as intermediates in C-H bond activation reactions.
    Jones, WD
    Northcutt, TO
    Wick, DD
    Vetter, AJ
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2001, 222 : U413 - U413
  • [38] Alkane complexes as intermediates in C-H bond activation reactions.
    Vetter, AJ
    Northcutt, TO
    Jones, WD
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2002, 223 : A33 - A33
  • [39] Nickel-Catalyzed Alkenylation and Alkylation of Fluoroarenes via Activation of C-H Bond over C-F Bond
    Nakao, Yoshiaki
    Kashihara, Natsuko
    Kanyiva, Kyalo Stephen
    Hiyama, Tamejiro
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (48) : 16170 - +
  • [40] Reactions of a hexahydride-osmium complex with aromatic ketones:: C-H activation versus C-F activation
    Barrio, P
    Castarlenas, R
    Esteruelas, MA
    Lledós, A
    Maseras, F
    Oñate, E
    Tomàs, J
    [J]. ORGANOMETALLICS, 2001, 20 (03) : 442 - 452