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

来源：

DALTON TRANSACTIONS | 2019年 / 48卷 / 43期

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

页码：16258 / 16267

页数：10

共 50 条

[1] Double C-F/C-H bond activation
不详
[J]. CHEMICAL & ENGINEERING NEWS, 2006, 84 (05) : 36 - 36
[2] Synthesis of a rhodium(I) germyl complex: a useful tool for C-H and C-F bond activation reactions
Ahrens, Theresia
Ahrens, Mike
Braun, Thomas
Braun, Beatrice
Herrmann, Roy
[J]. DALTON TRANSACTIONS, 2016, 45 (11) : 4716 - 4728
[3] C-F or C-H bond activation and C-C coupling reactions of fluorinated pyridines at rhodium: synthesis, structure and reactivity of a variety of tetrafluoropyridyl complexes
Noveski, D
Braun, T
Neumann, B
Stammler, A
Stammler, HG
[J]. DALTON TRANSACTIONS, 2004, (24) : 4106 - 4119
[4] Ligand mediated C-F, C-C, and C-H bond activation in cobaltocene complexes
Bennett, BK
Richmond, TG
[J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1997, 213 : 160 - INOR
[5] C-F, C-H, and S-F bond activations of fluorinated compounds at rhodium(I) complexes
Braun, Thomas
Ahrens, Mike
Kallaene, Sabrina
Teltewskoi, Michael
Zamostna, Lada
[J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 248
[6] Selectivity of C-H Activation and Competition between C-H and C-F Bond Activation at Fluorocarbons
Eisenstein, Odile
Milani, Jessica
Perutz, Robin N.
[J]. CHEMICAL REVIEWS, 2017, 117 (13) : 8710 - 8753
[7] Preparation of organocobalt complexes through C-F/C-H bond activation of polyfluoroaryl imines
Lu, Faguan
Sun, Hongjian
Wang, Lin
Li, Xiaoyan
[J]. INORGANIC CHEMISTRY COMMUNICATIONS, 2014, 43 : 110 - 113
[8] NEW STUDIES OF C-H BOND ACTIVATION REACTIONS USING COMPLEXES OF RHODIUM
JONES, WD
CHANDLER, VL
DONG, L
[J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1988, 196 : 297 - INOR
[9] C-H and C-F Bond Activation Reactions of Fluorinated Propenes at Rhodium: Distinctive Reactivity of the Refrigerant HFO-1234yf
Talavera, Maria
von Hahmann, Cortney N.
Mueller, Robert
Ahrens, Mike
Kaupp, Martin
Braun, Thomas
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (31) : 10688 - 10692
[10] Synthesis and structure of rhodium(I) silyl carbonyl complexes: photochemical C-F and C-H bond activation of fluorinated aromatic compounds
Zamostna, Lada
Sander, Stefan
Braun, Thomas
Laubenstein, Reik
Braun, Beatrice
Herrmann, Roy
Klaering, Paul
[J]. DALTON TRANSACTIONS, 2015, 44 (20) : 9450 - 9469

← 1 2 3 4 5 →