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)]

S. Mom, M. Platon, H. Cattey, H.J. Spencer, Paul Low, J.C. Hierso

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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 [PdCl 2(L9)] is reported in which ligand L9 in its meso form is significantly distorted. © 2014 Published by Elsevier B.V.
Original languageEnglish
Pages (from-to)10-14
JournalCatalysis Communications
Volume51
Early online date10 Mar 2014
DOIs
Publication statusPublished - 5 Jun 2014

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