Facile synthesis of a monosulfonated triphenylphosphane (TPPMS) derived ligand having strong π-acceptor character

被引:14
作者
Gulyas, Henrik
Bacsik, Zoltan
Szollosy, Aron
Bakos, Jozsef
机构
[1] Univ Veszprem, Dept Organ Chem, H-8201 Veszprem, Hungary
[2] Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
[3] Hungarian Acad Sci, Chem Res Ctr, H-1025 Budapest, Hungary
[4] Univ Technol & Econ, Inst Gen & Analyt Chem, H-1521 Budapest, Hungary
关键词
pi-acceptor character; fluorinated ligands; ligand design; P ligands; phosphanes; sulfonation;
D O I
10.1002/adsc.200606003
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Two phenyl rings of triphenylphosphane have been modified by electron-withdrawing trifluoromethyl groups. A methoxy group has been introduced at the para-position of the third ring. Due to the activating effect of the methoxy group, the phosphane can be monosulfonated under mild conditions and with complete selectivity. The novel ligand, sodium 5-[bis-(4-trifluoromethylphenyl)phosphanyl]-2-methoxybenzenesulfonate, has been obtained in quantitative yield, and it has an outstanding pi-acceptor capacity among the known sulfonated triarylphosphanes. It is not soluble in water but soluble in light alcohols and ionic liquids. Its solubility properties allow facile catalyst separation without water.
引用
收藏
页码:1306 / 1310
页数:5
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