Journal
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL
Volume 285, Issue 1-2, Pages 41-47Publisher
ELSEVIER
DOI: 10.1016/j.molcata.2008.01.026
Keywords
amides; phosphines; PAMAM; dendrimers; Heck coupling; Suzuki coupling; palladium
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1'-(Diphenylphosphino)-1-(N-butylcarbamoyl)ferrocene (P1) and the analogous higher amides P2-4 related to the first-generation PAMAM dendrimers bearing up to four 1'-(diphenylphosphino)feffocen-1-yl terminal groups were synthesized by amidation of the respective (poly)amines with 1'-(diphenylphosphino)ferrocenecarboxylic acid (Hdpf). Testing of amides P1-4 as ligands for palladium-catalyzed Suzuki and Heck coupling reactions has shown that these amidophosphines preserve the activity of the single phosphinoferrocenyl unit, giving rise to active catalysts in both C-C forming reactions. Even for such relatively small systems, a positive influence of the dendritic assembly was notable as the compounds bearing a higher number of the phosphinofeffocenyl termini afforded faster reacting catalytic systems at the same palladium loading and P-to-Pd ratio. (c) 2008 Elsevier B.V. All rights reserved.
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