A new improved catalyst for the palladium-catalyzed amination of aryl chlorides

The catalytic amination of aryl chlorides is an interesting subject for the fine chemical industry due to the importance of anilines as building blocks for pharmaceuticals, agrochemicals and new materials. Here we report the application of our recently developed di(1-adamantyl)alkylphosphines for th...

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Bibliographic Details
Published inJournal of molecular catalysis. A, Chemical Vol. 182; pp. 515 - 523
Main Authors Ehrentraut, Andreas, Zapf, Alexander, Beller, Matthias
Format Journal Article
LanguageEnglish
Published Elsevier B.V 31.05.2002
Subjects
Amination
Anilines
Aryl chlorides
Homogeneous catalysis
Palladium
Anilines
Palladium
Aryl chlorides
Amination
Homogeneous catalysis
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Summary:The catalytic amination of aryl chlorides is an interesting subject for the fine chemical industry due to the importance of anilines as building blocks for pharmaceuticals, agrochemicals and new materials. Here we report the application of our recently developed di(1-adamantyl)alkylphosphines for the palladium-catalyzed amination of non-activated aryl chlorides. In general, excellent yields of amination products are obtained using 0.5 mol% of palladium(II)acetate and 1 mol% of di(1-adamantyl)- n-butylphosphine ( 12) in toluene at 120 °C. Remarkable results are obtained for the coupling of hindered amines with sterically congested aryl chlorides. Comparing the new catalyst system with previously reported best palladium catalysts we found in all cases improved yields of amination products in the presence of our ligands.
ISSN:1381-1169
1873-314X
DOI:10.1016/S1381-1169(01)00503-9