Intermolecular hydroarylation of unactivated olefins catalyzed by homogeneous platinum complexes

被引:83
作者
Luedtke, Avery T. [1 ]
Goldberg, Karen I. [1 ]
机构
[1] Univ Washington, Dept Chem, Seattle, WA 98195 USA
基金
美国国家科学基金会;
关键词
arenes; C-H activation; hydroarylation; olefins; platinum;
D O I
10.1002/anie.200800524
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Designing catalysts: The five-coordinate platinum(IV) complex A and the platinum(II) trans complex B act as precatalysts for the hydroarylation of unactivated olefins. The catalytic cycle features an aryl-olefin insertion at PtII and a C-H bond activation of the arene solvent as key steps. The Pt II cis complex C has been observed in hydroarylation reactions of ethylene with benzene. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:7694 / 7696
页数:3
相关论文
共 28 条
[1]   Anti-markovnikov hydroarylation of unactivated olefins catalyzed by a bis-tropolonato iridium(III) organometallic complex [J].
Bhalla, G ;
Oxgaard, J ;
Goddard, WA ;
Periana, RA .
ORGANOMETALLICS, 2005, 24 (13) :3229-3232
[2]   Homogeneous hydrocarbon C-H bond activation and functionalization with platinum [J].
Fekl, U ;
Goldberg, KI .
ADVANCES IN INORGANIC CHEMISTRY: INCLUDING BIOINORGANIC STUDIES, VOL 54: INORGANIC REACTION MECHANISMS, 2003, 54 :259-320
[3]   Combined experimental and computational study of TpRu{P(pyr)3}(NCMe)Me (pyr = N-pyrrolyl):: Inter- and intramolecular activation of C-H bonds and the impact of sterics on catalytic hydroarylation of olefins [J].
Foley, Nicholas A. ;
Lail, Marty ;
Gunnoe, T. Brent ;
Cundari, Thomas R. ;
Boyle, Paul D. ;
Petersen, Jeffrey L. .
ORGANOMETALLICS, 2007, 26 (23) :5507-5516
[4]   Comparative reactivity of TpRu(L)(NCMe)Ph (L = CO or PMe3):: Impact of ancillary ligand L on activation of carbon-hydrogen bonds including catalytic hydroarylation and hydrovinylation/oligomerization of ethylene [J].
Foley, Nicholas A. ;
Lail, Marty ;
Lee, John P. ;
Gunnoe, T. Brent ;
Cundari, Thomas R. ;
Petersen, Jeffrey L. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (21) :6765-6781
[5]   Developments in catalytic aromatic C-H transformations: Promising tools for organic synthesis [J].
Goj, LA ;
Gunnoe, TB .
CURRENT ORGANIC CHEMISTRY, 2005, 9 (07) :671-685
[6]  
Goldberg K. I., 2004, ACS S SERIES, V885
[7]   C-H bond activation by unsymmetrical 2-(N-arylimino)pyrrolide Pt complexes:: Geometric effects on reactivity [J].
Iverson, CN ;
Carter, CAG ;
Baker, RT ;
Scollard, JD ;
Labinger, JA ;
Bercaw, JE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (42) :12674-12675
[8]   Catalytic C-H/olefin coupling [J].
Kakiuchi, F ;
Murai, S .
ACCOUNTS OF CHEMICAL RESEARCH, 2002, 35 (10) :826-834
[9]   Stoichiometric and catalytic arene activations by platinum complexes containing bidentate monoanionic nitrogen-based ligands [J].
Karshtedt, D ;
McBee, JL ;
Bell, AT ;
Tilley, TD .
ORGANOMETALLICS, 2006, 25 (07) :1801-1811
[10]   Pt-Ag catalyst system for hydroarylations with unactivated arenes and olefins [J].
Karshtedt, D ;
Bell, AT ;
Tilley, TD .
ORGANOMETALLICS, 2004, 23 (18) :4169-4171