Memory and dynamics in Pd-catalyzed allylic alkylation with P,N-ligands

被引：23
|
作者：
Johansson, Charlotte [1 ]
Lloyd-Jones, Guy C. [2 ]
Norrby, Per-Ola [1 ]
机构：
[1] Univ Gothenburg, Dept Chem, SE-41296 Gothenburg, Sweden
[2] Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England
来源：
TETRAHEDRON-ASYMMETRY | 2010年 / 21卷 / 11-12期
基金：
瑞典研究理事会;
关键词：
CONTINUUM DIELECTRIC THEORY; ASYMMETRIC CATALYSIS; PALLADIUM(0) COMPLEXES; (ETA-3-ALLYL)PALLADIUM COMPLEXES; (PI-ALLYL)PALLADIUM COMPLEXES; SELECTIVE STABILIZATION; OXIDATIVE ADDITION; CHLORIDE-IONS; SUBSTITUTION; LIGANDS;
D O I：
10.1016/j.tetasy.2010.03.031
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The memory effect, known to exert a strong influence on selectivity in some applications of the Pd-catalyzed allylic alkylation, has been investigated for a catalytic system based on a bidentate P,N-ligand. Although this system might be expected to show strong memory effects due to the difference in the trans influence of the two donor atoms (P > N), isotopic labeling revealed an almost complete absence of regio-retention. Modeling of dynamic processes in the intermediate (eta(3)-allyl)Pd complex allowed this observation to be rationalized in terms of anion-assisted apparent rotation. The study has allowed seemingly conflicting reports on the behavior of (eta(3)-allyl)Pd systems to be unified by a computational model. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1585 / 1592
页数：8
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