化学选择性
化学
羰基化
齿合度
钯
一氧化碳
催化作用
亲核细胞
配体(生物化学)
一氧化碳
药物化学
基质(水族馆)
胺气处理
组合化学
有机化学
晶体结构
生物化学
海洋学
受体
地质学
作者
Rui M. B. Carrilho,Mariette M. Pereira,Attila Takács,László Kollár
出处
期刊:Tetrahedron
[Elsevier]
日期:2012-01-01
卷期号:68 (1): 204-207
被引量:17
标识
DOI:10.1016/j.tet.2011.10.065
摘要
1-Iodocyclohexene, a benchmark substrate, has been double carbonylated in the presence of palladium-phosphite precatalysts. Triarylphosphites with OR substituents, able to act both as P-monodentate and hemilabile P,O-heterobidentate ligands were used in this reaction. Systematic investigations have revealed that the chemoselectivity towards cyclohexenylglyoxylamides, i.e., the products obtained in aminocarbonylation by the insertion of two carbon monoxide, is strongly influenced by the amine nucleophile, temperature and carbon monoxide pressure. The highest yields of 2-ketocarboxamides were obtained at low temperature (30 °C) and high carbon monoxide pressure (110 bar). However, the structure of the phosphite ligand has practically no effect either on catalytic activity or chemoselectivity. This fact refers to the P-monodentate coordination of the ligands in catalytic intermediates or that palladium nanoparticles are the catalytically active species.
科研通智能强力驱动
Strongly Powered by AbleSci AI