Developments in catalytic aromatic C-H transformations: Promising tools for organic synthesis

被引:97
作者
Goj, LA [1 ]
Gunnoe, TB [1 ]
机构
[1] N Carolina State Univ, Dept Chem, Raleigh, NC 27695 USA
关键词
D O I
10.2174/1385272053765051
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Catalytic carbon-carbon bond formation using transition metal complexes typically incorporates the use of an aryl halide or triflate compound (electrophile) in combination with an organometallic reagent (nucleophile). Versatile synthetic methods that allow C-C bond formation of aromatic compounds that proceed through transformation of C-H bonds would be of substantial value. Potential routes for C-C bond formation with aromatic substrates include the hydroarylation of unsaturated compounds (e.g., olefins or alkynes) and oxidative coupling of aromatic compounds and olefins or alkynes. Such reactions can proceed through metal-mediated transformation of C-H bonds. The range of reported catalysts and catalytic cycles for these classes of reactions have been reviewed herein.
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收藏
页码:671 / 685
页数:15
相关论文
共 99 条
[1]   SELECTIVE INTERMOLECULAR CARBON-HYDROGEN BOND ACTIVATION BY SYNTHETIC METAL-COMPLEXES IN HOMOGENEOUS SOLUTION [J].
ARNDTSEN, BA ;
BERGMAN, RG ;
MOBLEY, TA ;
PETERSON, TH .
ACCOUNTS OF CHEMICAL RESEARCH, 1995, 28 (03) :154-162
[2]   Radical polymerization of styrene and methyl methacrylate with Ruthenium(II) complexes [J].
Arrowood, BN ;
Lail, M ;
Gunnoe, TB ;
Boyle, PD .
ORGANOMETALLICS, 2003, 22 (23) :4692-4698
[3]   The heck reaction as a sharpening stone of palladium catalysis [J].
Beletskaya, IP ;
Cheprakov, AV .
CHEMICAL REVIEWS, 2000, 100 (08) :3009-3066
[4]   ACTIVATION OF ALKANES WITH ORGANOTRANSITION METAL-COMPLEXES [J].
BERGMAN, RG .
SCIENCE, 1984, 223 (4639) :902-908
[5]  
BI S, 2004, ORGANOMETALLICS
[6]   Selective Pd-catalyzed oxidative coupling of anilides with olefins through C-H bond activation at room temperature [J].
Boele, MDK ;
van Strijdonck, GPF ;
de Vries, AHM ;
Kamer, PCJ ;
de Vries, JG ;
van Leeuwen, PWNM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (08) :1586-1587
[7]   INSERTION OF ACETYLENES INTO CARBON HYDROGEN-BONDS CATALYZED BY RHODIUM TRIMETHYLPHOSPHINE COMPLEXES [J].
BOESE, WT ;
GOLDMAN, AS .
ORGANOMETALLICS, 1991, 10 (03) :782-786
[8]   Alkylation of benzene with dodecene. The activity and selectivity of zeolite type catalysts as a function of the porous structure [J].
Cao, Y ;
Kessas, R ;
Naccache, C ;
Ben Taarit, Y .
APPLIED CATALYSIS A-GENERAL, 1999, 184 (02) :231-238
[9]   THE ORGANOMETALLIC CHEMISTRY OF ALKANES [J].
CRABTREE, RH .
CHEMICAL REVIEWS, 1985, 85 (04) :245-269
[10]   Stereoselective propene insertion reactions of rac-(EBI)Zr(eta(2)-pyridyl)(+) complexes [J].
Dagorne, S ;
Rodewald, S ;
Jordan, RF .
ORGANOMETALLICS, 1997, 16 (25) :5541-5555