Catalytic activation of hydrogen, silicon, and fluorine by transition-metal complexes

被引:11
作者
Rauf, Waqar [1 ]
Hazari, Amaruka [1 ]
Gouverneur, Veronique [1 ]
Brown, John M. [1 ]
机构
[1] Univ Oxford, Chem Res Lab, Oxford OX1 3TA, England
关键词
allylic alkylation; C-H activation; fluoride; palladium; silyl transfer; ELECTROPHILIC FLUORINATION; ROOM-TEMPERATURE; SUBSTITUTION; OLEFINS; PALLADIUM(0); MECHANISM; ARYLATION; ALKENES; METHYL; ARYL;
D O I
10.1351/PAC-CON-09-10-37
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The remarkable versatility of palladium catalysis is exemplified by recent work in two distinct areas. Firstly, coupling chemistry is discussed, in which the reactive entity is generated by cleavage of a C-H or C-Si bond. The second part concerns the activation of allylic C-F bonds, where divergence from the normal stereochemical pattern of the reaction was observed.
引用
收藏
页码:1415 / 1428
页数:14
相关论文
共 26 条
[1]  
AGENET N, 2002, ARKIVOC 92
[2]   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
[3]   Chemistry with [18F]fluoride ion [J].
Cai, Lisheng ;
Lu, Shuiyu ;
Pike, Victor W. .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2008, 2008 (17) :2853-2873
[4]   Directed palladation: fine tuning permits the catalytic 2-alkenylation of indoles [J].
Capito, E ;
Brown, JM ;
Ricci, A .
CHEMICAL COMMUNICATIONS, 2005, (14) :1854-1856
[5]   PALLADIUM-CATALYZED CROSS-COUPLING OF ARYL AND ALKENYL BORONIC ACIDS WITH ALKENES VIA OXIDATIVE ADDITION OF A CARBON-BORON BOND TO PALLADIUM(0) [J].
CHO, CS ;
UEMURA, S .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1994, 465 (1-2) :85-92
[6]   AROMATIC SUBSTITUTION OF OLEFINS .6. ARYLATION OF OLEFINS WITH PALLADIUM(II) ACETATE [J].
FUJIWARA, Y ;
MORITANI, I ;
DANNO, S ;
ASANO, R ;
TERANISH.S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (25) :7166-&
[7]   Analysis of the concerted metalation-deprotonation mechanism in palladium-catalyzed direct arylation across a broad range of aromatic substrates [J].
Gorelsky, Serge I. ;
Lapointe, David ;
Fagnou, Keith .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (33) :10848-+
[8]   ISOMERIZATION OF (PI-ALLYL)PALLADIUM COMPLEXES VIA NUCLEOPHILIC DISPLACEMENT BY PALLADIUM(0) - A COMMON MECHANISM IN PALLADIUM(0)-CATALYZED ALLYLIC SUBSTITUTION [J].
GRANBERG, KL ;
BACKVALL, JE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (17) :6858-6863
[9]   Palladium-Catalyzed Substitution of Allylic Fluorides [J].
Hazari, Amaruka ;
Gouverneur, Veronique ;
Brown, John M. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (07) :1296-1299
[10]   Sequential Introduction of Carbon Nucleophiles onto Silicon Atoms Using Methyl as a Leaving Group [J].
Horie, Hiroaki ;
Kajita, Yuichi ;
Matsubara, Seijiro .
CHEMISTRY LETTERS, 2009, 38 (02) :116-117