1049025-24-2

Basic information

• Product Name: Fe(C⁽²⁾H₂C⁽²⁾H₃)(C₅H₃N(CCH₃NC₆H₃(CH(CH₃)2)2)2)
• CAS NO: 1049025-24-2
• Molecular Weight: 571.594
• Mol File: 1049025-24-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Fe(C⁽²⁾H₂C⁽²⁾H₃)(C₅H₃N(CCH₃NC₆H₃(CH(CH₃)2)2)2)(CAS DataBase Reference)
• NIST Chemistry Reference: Fe(C⁽²⁾H₂C⁽²⁾H₃)(C₅H₃N(CCH₃NC₆H₃(CH(CH₃)2)2)2)(1049025-24-2)
• EPA Substance Registry System: Fe(C⁽²⁾H₂C⁽²⁾H₃)(C₅H₃N(CCH₃NC₆H₃(CH(CH₃)2)2)2)(1049025-24-2)

Safety Data

• Hazardous Substances Data: 1049025-24-2(Hazardous Substances Data)

Upstream product

• 3675-63-6 bromoethane-d5 
• 799270-28-3 (^IPr2,6-(2,6-iPr₂C₆H₃N=CMe)₂C₅H₃N)Fe(N₂)₂ 

Relevant articles and documents

Bis(imino)pyridine iron alkyls containing β-hydrogens: Synthesis, evaluation of kinetic stability, and decomposition pathways involving chelate participation

Bis(imino)pyridine iron alkyl complexes bearing β-hydrogens, ( iPrPDI)FeR ((iPrPDI = 2,6-(2,6-iPr 2-C6H3N=CMe)2C5H 3N; R = Et, nBu, iBu, CH2 cycloC5H9; 1-R), were synthesized either by direct alkylation of (iPrPDI)FeCl (1-Cl) with the appropriate Grignard reagent or more typically by oxidative addition of the appropriate alkyl bromide to the iron bis(dinitrogen) complex, (iPrPDI)Fe(N 2)2 (1-(N2)2). In the latter method, the formal oxidative addition reaction produced (iPrPDI)FeBr (1-Br), along with the desired iron alkyl, 1-R. Elucidation of the electronic structure of 1-Br and related 1-R derivatives by magnetic measurements, structural studies and NMR spectroscopy established high spin ferrous compounds antiferromagnetically coupled to chelate radical anions. Thus, the formal oxidative process is bis(imino)pyridine ligand-based (one electron is formally removed from each chelate, not the iron) during oxidative addition. The kinetic stability of each 1-R compound was assayed in benzene-d6 solution and found to produce a mixture of the corresponding alkane and alkene. The kinetic stability of the iron alkyl complexes was inversely correlated with the number of β-hydrogens present. For example, the iron ethyl complex, 1-Et, underwent clean loss of ethane over the course of three hours, whereas the corresponding 1-iBu compound had a half-life of over 12 h under identical conditions. The mechanism of the decomposition was studied with a series of deuterium labeling experiments and support a pathway involving initial β-hydrogen elimination followed by cyclometalation of an isopropyl methyl group, demonstrating an overall transfer hydrogenation pathway. The relevance of such pathways to chain transfer in bis(imino)pyridine iron catalyzed olefin polymerization reactions is also presented.