Intermolecular cross-coupling of simple arenes via C-H activation by tuning concentrations of arenes and TFA

被引：202

作者：

Li, Ruoshi ^{[1
]}

Jiang, Li ^{[1
]}

Lu, Wenjun ^{[1
]}

机构：

[1] Shanghai Jiao Tong Univ, Dept Chem, Shanghai 200240, Peoples R China

来源：

ORGANOMETALLICS | 2006年 / 25卷 / 26期

关键词：

D O I：

10.1021/om060889d

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Formation of unsymmetrical biaryls from simple arenes has been achieved successfully in a catalytic system of Pd(OAc)(2)/CF3CO2H(TFA)/K2S2O8 just by tuning the concentrations of arenes and TFA under mild conditions. A proposed mechanism containing two- step aromatic C-H activation on this novel intermolecular cross- coupling of arenes is also suggested and partly supported by experiments.

引用

页码：5973 / 5975

页数：3

共 31 条

[1] Arene C-H bond activation and arene oxidative coupling by cationic palladium(II) complexes
Ackerman, LJ
Sadighi, JP
Kurtz, DM
Labinger, JA
Bercaw, JE
[J]. ORGANOMETALLICS, 2003, 22 (19) : 3884 - 3890
[2] Catalytic intermolecular ortho-arylation of phenols
Bedford, RB
Limmert, ME
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (22) : 8669 - 8682
[3] Biaryl synthesis via direct arylation: Establishment of an efficient catalyst for intramolecular processes
Campeau, LC
Parisien, M
Leblanc, M
Fagnou, K
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (30) : 9186 - 9187
[4] Anilide ortho-arylation by using C-H activation methodology
Daugulis, O
Zaitsev, VG
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (26) : 4046 - 4048
[5] Dieterich F., 1998, METAL CATALYZED CROS
[6] AROMATIC SUBSTITUTION OF OLEFIN .10. FORMATION OF BIPHENYL DERIVATIVES BY MEANS OF OLEFIN-PALLADIUM CHLORIDE COMPLEXES AND SILVER NITRATE
FUJIWARA, Y
MORITANI, I
IKEGAMI, K
TANAKA, R
TERANISH.S
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1970, 43 (03) : 863 - +
[7] Regioselective palladium-catalyzed arylation of 3-carboalkoxy furan and thiophene
Glover, B
Harvey, KA
Liu, B
Sharp, MJ
Tymoschenko, MF
[J]. ORGANIC LETTERS, 2003, 5 (03) : 301 - 304
[8] Aryl-aryl bond formation one century after the discovery of the Ullmann reaction
Hassan, J
Sévignon, M
Gozzi, C
Schulz, E
Lemaire, M
[J]. CHEMICAL REVIEWS, 2002, 102 (05) : 1359 - 1469
[9] Pd-catalyzed alkyl to aryl migration and cyclization: An efficient synthesis of fused polycycles via multiple C-H activation
Huang, QH
Fazio, A
Dai, GX
Campo, MA
Larock, RC
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (24) : 7460 - 7461
[10] Efficient activation of aromatic C-H bonds for addition to C-C multiple bonds
Jia, CG
Piao, DG
Oyamada, JZ
Lu, WJ
Kitamura, T
Fujiwara, Y
[J]. SCIENCE, 2000, 287 (5460) : 1992 - 1995

← 1 2 3 4 →