Sterically demanding, zwitterionic trialkylphosphonium sulfonates as air-stable ligand precursors for efficient palladium-catalyzed cross-couplings of aryl bromides and chlorides

被引:18
作者
Brown, William S. [1 ]
Boykin, D'Ariel D. [1 ]
Sonnier, M. Quentin, Jr. [1 ]
Clark, William D. [1 ]
Brown, Fallon V. [1 ]
Shaughnessy, Kevin H. [1 ]
机构
[1] Univ Alabama, Dept Chem, Tuscaloosa, AL 35487 USA
来源
SYNTHESIS-STUTTGART | 2008年 / 12期
关键词
palladium; cross-coupling; ligands; aqueous-phase catalysis; aryl halides;
D O I
10.1055/s-2008-1067095
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
3-(Di-tert-butylphosphonium)propane sulfonate (DTB-PPS) and 3-(diadamantylphosphonium)propane sulfonate (DAPPS) are air-stable pre-ligands for aqueous-phase palladium-catalyzed cross-coupling reactions. Both DTBPPS and DAPPS were found to give active catalysts for the Sonogashira coupling of aryl bromides at room temperature and 4-chloroanisole at 80 degrees C. These ligands also gave effective catalysts for the aqueous-phase Suzuki coupling of aryl bromides at room temperature.
引用
收藏
页码:1965 / 1970
页数:6
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