Water soluble phosphines .8. Palladium-catalyzed P-C cross coupling reactions between primary or secondary phosphines and functional aryliodides - A novel synthetic route to water soluble phosphines

被引:186
|
作者
Herd, O [1 ]
Hessler, A [1 ]
Hingst, M [1 ]
Tepper, M [1 ]
Stelzer, O [1 ]
机构
[1] BERG UNIV GESAMTHSCH WUPPERTAL,FACHBEREICH 9,D-42097 WUPPERTAL,GERMANY
关键词
P-C cross coupling; tertiary and secondary phosphines; palladium catalysis; water soluble phosphines; bromide; iodide;
D O I
10.1016/0022-328X(96)06136-0
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Tertiary phosphines Ph(2)P-Ar and PhP(Ar)(2) containing mono- and disubstituted aromatic ring systems Ar (Ar = C6H4-X and C6H3-XY; X, Y = Me, OH, NH2, COOH, COOMe and SO3Na) are accessible in good yields by Pd(0)-catalyzed cross coupling reactions between diphenylphosphine or phenylphosphine and substituted aryliodides I-C6H4-X or I-C6H3-XY in organic solvents (dimethylacetamide, acetonitrile, methanol) using organic amines or potassium and sodium acetate as bases. If the primary phosphine is employed in the appropriate stoichiometric ratio, functionalized secondary phosphines, e.g. Ph(H)P-C6H4-p-SO3Na, may be obtained selectively.
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页码:69 / 76
页数:8
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