Rhodium Catalyzed, Carbon-Hydrogen Bond Directed Hydrodefluorination of Fluoroarenes

被引：30

作者：

Ekkert, Olga ^{[1
]}

Strudley, Sebastian D. A. ^{[1
]}

Rozenfeld, Alisa ^{[1
]}

White, Andrew J. P. ^{[1
]}

Crimmin, Mark R. ^{[1
]}

机构：

[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AZ, England

来源：

ORGANOMETALLICS | 2014年 / 33卷 / 24期

基金：

英国工程与自然科学研究理事会;

关键词：

C-F ACTIVATION; FLUORINE BONDS; H BONDS; COMPLEXES; HEXAFLUOROBENZENE; FLUOROAROMATICS; SELECTIVITY; CRYSTAL; HYDRIDE;

D O I：

10.1021/om501113j

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

[Cp*RhCl(mu-Cl)](2) is reported as a highly efficient and selective precatalyst for the hydrodefluorination of perfluoroarenes using a hydrocarbon-soluble aluminum dihydride as the terminal reductant. Reactions are directed to cleave a C-F bond adjacent to an existing C-H bond with high regioselectivity (98.5-99%). A heterobimetallic complex containing an extremely rare Al-H-Rh functional group has been isolated and shown to be catalytically competent.

引用

页码：7027 / 7030

页数：4

共 50 条

[21] PREPARATION AND REACTIONS OF NEW ISOCYANIDE COMPLEXES OF RHODIUM AND THEIR ROLE IN CARBON-HYDROGEN BOND ACTIVATION
JONES, WD
FEHER, FJ
ORGANOMETALLICS, 1983, 2 (05) : 686 - 687
[22] Rhodium(II)- and copper(I)-catalyzed intramolecular carbon-hydrogen bond insertions with metal carbenoids derived from diazo ketones
Müller, P
Maîtrejean, E
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1999, 64 (11) : 1807 - 1826
[23] CARBON-CARBON AND CARBON-HYDROGEN BOND ENERGIES AND BOND DISTANCES
GLOCKLER, G
TETRAHEDRON, 1961, 15 (1-4) : 87 - &
[24] CARBON-HYDROGEN BOND STRENGTHS IN METHANE
VOGE, HH
JOURNAL OF CHEMICAL PHYSICS, 1948, 16 (10): : 984 - 986
[25] ORGN 248-Palladium-catalyzed carbon-hydrogen bond amination with nitroalkenes
Hsieh, Tom H. H.
Dong, Vy M.
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2008, 235
[26] Mechanism of the Selective Fe-Catalyzed Arene Carbon-Hydrogen Bond Functionalization
Postils, Veronica
Rodriguez, Monica
Sabenya, Gerard
Conde, Ana
Mar Diaz-Requejo, M.
Perez, Pedro J.
Costas, Miguel
Sola, Miguel
Luis, Josep M.
ACS CATALYSIS, 2018, 8 (05): : 4313 - 4322
[27] CARBON-CARBON AND CARBON-HYDROGEN BOND ENERGIES
GLOCKLER, G
JOURNAL OF CHEMICAL PHYSICS, 1948, 16 (08): : 842 - 844
[28] Nickel-Catalyzed Hydrodefluorination of Fluoroarenes and Trifluorotoluenes with Superhydride (Lithium Triethylborohydride)
Wu, Jingjing
Cao, Song
CHEMCATCHEM, 2011, 3 (10) : 1582 - 1586
[29] CARBON-HYDROGEN BOND ACTIVATION BY LOW VALENT PHOSPHINE ISONITRILE COMPLEXES OF IRON, RUTHENIUM, AND RHODIUM
JONES, WD
FEHER, FJ
RAPPOLI, B
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1982, 183 (MAR): : 197 - INOR
[30] Carbon-hydrogen bond activation of arenes by a [bis(oxazolinyl)phenyl]rhodium(III) acetate complex
Ito, Jun-ichi
Nishiyama, Hisao
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2007, (08) : 1114 - 1119

← 1 2 3 4 5 →