Preparation of new sulfonated triarylphosphanes:: Control of the selectivity by structural assistance

被引:17
作者
Gulyás, H
Szöllosy, A
Szabó, P
Halmos, P
Bakos, J
机构
[1] Univ Veszprem, Dept Organ Chem, H-8201 Veszprem, Hungary
[2] Univ Veszprem, Dept Analyt Chem, H-8201 Veszprem, Hungary
[3] Hungarian Acad Sci, Cent Res Inst Chem, H-1025 Budapest, Hungary
[4] Budapest Univ Technol & Econ, Inst Gen & Analyt Chem, H-1521 Budapest, Hungary
[5] Hungarian Acad Sci, Res Grp Petrochem, H-8201 Veszprem, Hungary
关键词
phosphanes; sulfonation; selectivity; water-soluble ligands;
D O I
10.1002/ejoc.200300168
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A synthetic approach for the selective preparation of tri-, di-, and monosulfonated triarylphosphanes is presented. PPhnAr3-n parent phosphanes (1a-8a) having aryl rings (Ar) activated by simple electron donating groups (CH3, CH3O) were prepared by the standard Grignard method. The activated rings could be sulfonated selectively under mild conditions and with short reaction times (0.8-3 h). Using a very simple workup procedure, the corresponding tri-, di-, and monosulfonated phosphanes (1b-8b) were isolated in outstanding yields (88-99%) and found to contain negligible amount of phosphane oxides (0-4%). (C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.
引用
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页码:2775 / 2781
页数:7
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