Nickel(0)-catalyzed isomerization of an aryne complex: Formation of a dinuclear Ni(I) complex via C-H rather than C-F bond activation

被引：57

作者：

Keen, AL ^{[1
]}

Johnson, SA ^{[1
]}

机构：

[1] Univ Windsor, Dept Chem & Biochem, Windsor, ON N9B 3P4, Canada

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2006年 / 128卷 / 06期

关键词：

D O I：

10.1021/ja0572553

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The reaction of the aryne complex (PEt3)2Ni(η2-C6H2-4,5-F2) with a catalytic amount of Ni(PEt3)2 results in a dinuclear Ni(I) complex from the coupling of the isomer (PEt3)2Ni(η2-C6H2-3,4-F2), obtained via rearrangement of the aromatic C-H bonds, whichdemonstrates that Ni(PEt3)2 is kinetically capable of C-H bond activation, even in the presence of C-F bonds. The intermediate [(PEt3)2Ni]2(μ-η2:η2-C6H2-4,5-F2) was isolated and crystallographically characterized; the μ-η2:η2-bonding mode observed is unprecedented in aryne chemistry. Copyright © 2006 American Chemical Society.

引用

页码：1806 / 1807

页数：2

共 24 条

[1] CATALYTIC ACTIVATION OF CARBON-FLUORINE BONDS BY A SOLUBLE TRANSITION-METAL COMPLEX [J].

AIZENBERG, M ;

MILSTEIN, D .

SCIENCE, 1994, 265 (5170) :359-361

[2] Synthesis, structure, and properties of {((t)Bu(2)PC(2)H(4)P(t)Bu(2))Ni}(2)(mu-eta(2):eta(2)-C6H6) and ((t)Bu(2)PC(2)H(4)P(t)Bu(2))Ni(eta(2)-C6F6) [J].

Bach, I ;

Porschke, KR ;

Goddard, R ;

Kopiske, C ;

Kruger, C ;

Rufinska, A ;

Seevogel, K .

ORGANOMETALLICS, 1996, 15 (23) :4959-4966

[3]

Bennett M. A., 1989, ANGEW CHEM, V101, P1349

[4] INSERTION REACTIONS OF BENZYNE-NICKEL(O) COMPLEXES WITH ACETYLENES [J].

BENNETT, MA ;

WENGER, E .

ORGANOMETALLICS, 1995, 14 (03) :1267-1277

[5] The reactivity of complexes of nickel(0) and platinum(0) containing benzyne and related small-ring alkynes [J].

Bennett, MA ;

Wenger, E .

CHEMISCHE BERICHTE-RECUEIL, 1997, 130 (08) :1029-1042

[6] STRUCTURE AND SPECTROSCOPIC PROPERTIES OF MU-(ORTHO-TETRAFLUOROPHENYLENE)-DIIRON OCTACARBONYL, C6F4FE2(CO)8 [J].

BENNETT, MJ ;

GRAHAM, WAG ;

STEWART, RP ;

TUGGLE, RM .

INORGANIC CHEMISTRY, 1973, 12 (12) :2944-2949

[7] Routes to fluorinated organic derivatives by nickel mediated C-F activation of heteroaromatics [J].

Braun, T ;

Perutz, RN .

CHEMICAL COMMUNICATIONS, 2002, (23) :2749-2757

[8] Coordination and oxidative addition of octafluoronaphthalene at a nickel centre: isolation of an intermediate in C-F bond activation [J].

Braun, T ;

Cronin, L ;

Higgitt, CL ;

McGrady, JE ;

Perutz, RN ;

Reinhold, M .

NEW JOURNAL OF CHEMISTRY, 2001, 25 (01) :19-21

[9]

Braun T, 1999, ANGEW CHEM INT EDIT, V38, P3326, DOI 10.1002/(SICI)1521-3773(19991115)38:22<3326::AID-ANIE3326>3.0.CO

[10]

2-7

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