Hemilabile imino-phosphine palladium(II) complexes: synthesis, molecular structure, and evaluation in Heck reactions

被引:7
作者
Motswainyana, William M. [1 ]
Onani, Martin O. [1 ]
Lalancette, Roger A. [2 ]
Tarus, Paul K. [3 ]
机构
[1] Univ Western Cape, Dept Chem, ZA-7535 Bellville, South Africa
[2] Rutgers State Univ, Dept Chem, Carl A Olson Mem Labs, Newark, NJ 07102 USA
[3] Univ Eldoret, Dept Chem & Biochem, Eldoret, Kenya
基金
新加坡国家研究基金会;
关键词
imino-phosphine; palladium; Schiff-base molecular structures; Heck reaction; TRANSITION-METAL COMPLEXES; COORDINATION CHEMISTRY; COUPLING REACTIONS; CATALYSTS; LIGANDS; CHLOROARENES; EFFICIENT; ETHYLENE; PYRIDYL; OLIGOMERIZATION;
D O I
10.2478/s11696-013-0530-6
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The ligands 2-(diphenylphosphino)benzyl-(2-thiophene)methylimine (V) and 2-(diphenylphosphino) benzyl-(2-thiophene)ethylimine (VI) were prepared from 2-(diphenylphosphino)benzaldehyde and thiophene amines with very good yields. An equimolar reaction of V and VI with either PdCl2(cod) (cod = cyclooctadiene) or PdClMe(cod) afforded palladium(II) complexes I-IV. The molecular structure of II was confirmed by X-ray crystallography. The coordination geometry around the palladium atom exhibited distorted square planar geometry at the palladium centre. Complexes I, II, and IV were evaluated as catalysts for Heck coupling reactions of iodobenzene with methyl acrylate under mild reaction conditions; 0.1 mole % catalyst, Et3N base, MeCN reflux for 8 h, 80A degrees C; isolated yield on a 10 mmol scale with catalyst I (64 %), II (68 %), and IV (58 %). They all exhibited significant activities.
引用
收藏
页码:932 / 939
页数:8
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