Lithium phosphonate umpolung catalysts: Do fluoro substituents increase the catalytic activity?

被引:7
作者
Gliga, Anca [1 ]
Goldfuss, Bernd [1 ]
Neudoerfl, Joerg M. [1 ]
机构
[1] Univ Cologne, Dept Chem, D-50939 Cologne, Germany
来源
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 7卷
关键词
benzoin coupling; catalytic activity; fluoro effects; lithium phosphonates; umpolung; ASYMMETRIC BENZOIN CONDENSATION; DIALKYLZINC ADDITIONS; REACTIVITIES; THIAZOLIUM; BENZALDEHYDE; ALDEHYDES; SALTS;
D O I
10.3762/bjoc.7.138
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Fluorinated and nonfluorinated phosphonates are employed as precatalysts in lithium phosphonate catalyzed cross benzoin couplings. Surprisingly, a decreased catalytic activity for the fluorinated precatalysts compared to the nonfluorinated systems is observed. Furthermore, the ring size of six, seven and nine membered ring catalysts appears not to be crucial for their catalytic activity.
引用
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页码:1189 / 1197
页数:9
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