NUCLEOPHILIC-ATTACK ON (PI-ALLYL)PALLADIUM COMPLEXES - DIRECTION OF THE ATTACK TO THE CENTRAL OR TERMINAL CARBON-ATOM BY LIGAND CONTROL

被引:58
作者
CASTANO, AM [1 ]
ARANYOS, A [1 ]
SZABO, KJ [1 ]
BACKVALL, JE [1 ]
机构
[1] UNIV UPPSALA,DEPT ORGAN CHEM,S-75121 UPPSALA,SWEDEN
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1995年 / 34卷 / 22期
关键词
COMPLEXES WITH CARBON LIGANDS; LIGAND EFFECTS; NUCLEOPHILIC ATTACK; PALLADIUM COMPOUNDS;
D O I
10.1002/anie.199525511
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Strongly stabilized carbon nucleophiles such as dialkyl malonates can also attack the central carbon of (π‐allyl)palladium complexes. The regiochemistry of the reaction (attack at the terminal or C2 carbon atom; see picture) is controlled by the choice of the ligands L in the palladium complex. E = CO2Et, L = PPh3, PtBu3, P(OPh)3, etc. (Figure Presented.) Copyright © 1995 by VCH Verlagsgesellschaft mbH, Germany
引用
收藏
页码:2551 / 2553
页数:3
相关论文
共 38 条
[1]   SYNTHESIS AND REACTIONS OF ALKYL-SUBSTITUTED AND ARYL-SUBSTITUTED METALLACYCLOBUTANE DERIVATIVES OF MOLYBDENUM AND TUNGSTEN [J].
ADAM, GJA ;
DAVIES, SG ;
FORD, KA ;
EPHRITIKHINE, M ;
TODD, PF ;
GREEN, MLH .
JOURNAL OF MOLECULAR CATALYSIS, 1980, 8 (1-3) :15-24
[2]   ASYMMETRIC-SYNTHESIS - ASYMMETRIC CATALYTIC ALLYLATION USING PALLADIUM CHIRAL PHOSPHINE COMPLEXES [J].
AUBURN, PR ;
MACKENZIE, PB ;
BOSNICH, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (07) :2033-2046
[3]  
Backvall J.-E., 1994, ORGANOMETALLIC REAGE, P81
[4]  
BACKVALL JE, 1985, J AM CHEM SOC, V107, P3676
[5]  
BACKVALL JE, 1990, J AM CHEM SOC, V112, P5160
[6]  
BACKVALL JE, 1994, PALLADIUM ORGANIC SY, V50, P285
[7]  
BACKVALL JE, 1989, ADV METAL ORGANIC CH, V1, P135
[8]   THE REGIOSELECTIVITIES AND STEREOSELECTIVITIES OF THE REACTION OF ALLYL ACETATES AND SILYL KETENE ACETALS CATALYZED BY PD(0) COMPLEXES - A NEW ROUTE TO CYCLOPROPANE DERIVATIVES [J].
CARFAGNA, C ;
MARIANI, L ;
MUSCO, A ;
SALLESE, G ;
SANTI, R .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (12) :3924-3927
[9]   NUCLEOPHILIC-ATTACK AT THE CENTRAL ALLYL CARBON-ATOM IN [(ETA-3-ALLYL)ML2]+ COMPLEXES (M = PD, PT) - EXPERIMENTAL FACTS AND NEW THEORETICAL INSIGHTS [J].
CARFAGNA, C ;
GALARINI, R ;
LINN, K ;
LOPEZ, JA ;
MEALLI, C ;
MUSCO, A .
ORGANOMETALLICS, 1993, 12 (08) :3019-3028
[10]   REACTION OF ALLYL ACETATES AND KETENE SILYL ACETALS CATALYZED BY PALLADIUM(0) COMPLEXES .2. CYCLOPROPANATION VS ALLYLIC ALKYLATION [J].
CARFAGNA, C ;
GALARINI, R ;
MUSCO, A ;
SANTI, R .
JOURNAL OF MOLECULAR CATALYSIS, 1992, 72 (01) :19-27