Synthesis of aryl-substituted bis(imino) pyridine iron dinitrogen complexes

Sarah K. Russell, Jonathan M. Darmon, Emil Lobkovsky, Paul J. Chirik

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The synthesis and characterization of dimeric, aryl-substituted bis(imino)pyridine iron dinitrogen complexes is described. In contrast to reduction with sodium amalgam where bis(chelate) iron compounds were isolated, stirring (ArPDI)FeBr2 or (MeBPDI)FeBr 2 (PDI = 2,6-(ArN=CMe)2C5H3N; Ar = 2,6-Et2-C6H3N (EtPDI), 2,6-Me 2-C6H3N (MePDI), 2- iPr,6-Me-C6H3N (Me,iPrPDI); MeBPDI = 2,6-(2,6-Me2-C6H3N=CPh) 2C5H3N) with sodium naphthalenide resulted in isolation of the desired iron dinitrogen compounds as diamagnetic solids. Two examples, [(EtPDI)Fe(N2)]22- N2) and [(MeBPDI)Fe(N2)] 22-N2), were characterized by X-ray diffraction. The solid state metrical parameters, in combination with infrared and Mössbauer spectroscopic data, establish ferrous compounds with doubly reduced chelates. Each new bis(imino)pyridine iron dinitrogen compound was screened for the catalytic hydrogenation of ethyl-3-methylbut-2-enoate, and the compound bearing the smallest aryl substituent, [(MePDI)Fe(N 2)]22-N2), offers significant improvement over the original (iPrPDI)Fe(N2)2 pre-catalyst and is one of the most active iron pre-catalysts known.

Original languageEnglish (US)
Pages (from-to)2782-2792
Number of pages11
JournalInorganic Chemistry
Issue number6
StatePublished - Mar 15 2010
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Inorganic Chemistry
  • Physical and Theoretical Chemistry


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