General synthesis and catalytic applications of Di(1-adamantyl)alkylphos-phines and their phosphonium salts

被引:67
作者
Tewari, A
Hein, M
Zapf, A
Beller, M
机构
[1] Univ Rostock, D-18059 Rostock, Germany
[2] Univ Rostock, Leibniz Inst Organ Katalyse, D-18055 Rostock, Germany
来源
SYNTHESIS-STUTTGART | 2004年 / 06期
关键词
adamantylphosphines; aryl chlorides; palladium; phosphine ligands; Suzuki reaction;
D O I
10.1055/s-2004-82313
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An improved synthesis of di(l-adarnantyl)alkylphosphines by alkylation of di(l-adamantyl)phosphine followed by deprotonation of the resulting phosphonium halide is described. Compared to previous protocols for the synthesis of this class of compounds, the procedure does not require chlorination of the secondary phosphine by phosgene, or formation of sensitive lithium di(I-adamantyl)phosphide. Selected examples of the prepared phosphonium salts and phosphines are shown to be excellent ligands for the palladium-catalyzed cross-coupling reaction of chloroarenes with arylboronic acids.
引用
收藏
页码:935 / 941
页数:7
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