6533b7cefe1ef96bd1257940

RESEARCH PRODUCT

Palladium-catalyzed formation of secondary and tertiary amines from aryl dihalides with air-stable ferrocenyl tri- and diphosphines: Synthesis and X-ray structure of efficient catalysts beyond [PdCl2(DPPF)]

Jean-cyrille HiersoJean-cyrille HiersoHélène CatteyPaul J. LowPaul J. LowMélanie PlatonHoward J. SpencerSophal Mom

subject

DenticityMeso compoundProcess Chemistry and TechnologyArylchemistry.chemical_elementGeneral ChemistryMedicinal chemistryCatalysischemistry.chemical_compoundAnilinechemistryFerroceneDiphosphinesOrganic chemistrySelectivityPalladium

description

Abstract Robust, air-stable tridentate and bidentate ferrocenylphosphines 1,2-bis(diphenylphosphino)-1′-(diisopropylphosphino)-4-tert-butylferrocene, L5, and 1,1′-bis(diisopropylphosphino)-3,3′-bis(tert-butyl)ferrocene, L9, combined with 1 mol% of [PdCl(η3-C3H5)]2 led to two new catalytic systems which allow the coupling of aniline derivatives with mono- and dihaloarenes to form functionalized diarylamines and triarylamines. The excellent selectivity of the reactions avoids the deleterious dehalogenation of the substrates and products. The X-ray structure characterization of the related complex [PdCl2(L9)] is reported in which ligand L9 in its meso form is significantly distorted.

https://doi.org/10.1016/j.catcom.2014.03.012