740815-36-5Relevant academic research and scientific papers
NITROGEN-CONTAINING MONODENTATE PHOSPHINES AND THEIR USE IN CATALYSIS
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Page 22; 25, (2008/06/13)
The present invention relates to novel nitrogen-containing monodentate phosphane ligands of formula (I) and to their use in catalytic reactions, especially in the improvement of haloaromatic compounds.
New ligands for a general palladium-catalyzed amination of aryl and heteroaryl chlorides
Rataboul, Franck,Zapf, Alexander,Jackstell, Ralf,Harkal, Surendra,Riermeier, Thomas,Monsees, Axel,Dingerdissen, Uwe,Beller, Matthias
, p. 2983 - 2990 (2007/10/03)
The synthesis and application of monodentate N-substituted heteroarylphosphines is described. In general, the ligands are conveniently prepared by selective metallation at the 2-position of the respective N-substituted heterocycle (pyrrole, indole) by using n-butyllithium/ tetramethylethylenediamine (TMEDA) followed by quenching with dialkyl- or diarylchlorophosphines. Of the different ligands prepared, the new dialkyl-2-(N-arylindolyl)phosphines (cataCXium P) perform excellently in the palladium-catalyzed amination of aryl and heteroaryl chlorides. Coupling of both activated and deactivated chloroarenes proceeds under mild conditions (room temperature to 60°C). By using optimized conditions remarkable catalyst productivity (total turnover number, TON, up to 8000) and activity (turnover frequency, TOF = 14000 h-1 at 75% conversion) are observed.
