99442-41-8

Basic information

• Product Name: dichloro(2,3-dimethyl-1,4-bis(2,6-diisopropylphenyl)-1,4-diaza-1,3-butadiene)iron(II)
• Synonyms: dichloro(2,3-dimethyl-1,4-bis(2,6-diisopropylphenyl)-1,4-diaza-1,3-butadiene)iron(II)
• CAS NO: 99442-41-8
• Molecular Weight: 531.392
• Mol File: 99442-41-8.mol

Chemical Properties

• CAS DataBase Reference: dichloro(2,3-dimethyl-1,4-bis(2,6-diisopropylphenyl)-1,4-diaza-1,3-butadiene)iron(II)(CAS DataBase Reference)
• NIST Chemistry Reference: dichloro(2,3-dimethyl-1,4-bis(2,6-diisopropylphenyl)-1,4-diaza-1,3-butadiene)iron(II)(99442-41-8)
• EPA Substance Registry System: dichloro(2,3-dimethyl-1,4-bis(2,6-diisopropylphenyl)-1,4-diaza-1,3-butadiene)iron(II)(99442-41-8)

Safety Data

• Hazardous Substances Data: 99442-41-8(Hazardous Substances Data)

Downstream Products

• 658063-28-6 [((CH₃)2CH)2C₆H₃NC(CH₃)C(CH₃)NC₆H₃(CH(CH₃)2)2]Fe(CH₂Si(CH₃)3)(C₆F₅) 
• 658063-19-5 [((CH₃)2CH)2C₆H₃NC(CH₃)C(CH₃)NC₆H₃(CH(CH₃)2)2]Fe(CH₂Si(CH₃)3)2 
• 658063-27-5 [2,6-(CHMe₂)2-C₆H₃N=C(Me)C(Me)=N-2,6-(CHMe₂)2-C₆H₃]Fe(CO)3 
• 869986-09-4 bis(2,3-dimethyl-1,4-bis(2,6-diisopropylphenyl)-1,4-diaza-1,3-butadiene^(1-))iron(II) 
• 869986-15-2 [2,6-(CHMe2)2-C6H3N=C(Me)C(Me)=N-2,6-(CHMe2)2-C6H3]Fe(η2-Me3SiCCSiMe3) 
• 869986-19-6 [2,6-(CHMe2)2-C6H3N=C(Me)C(Me)=N-2,6-(CHMe2)2-C6H3]Fe(η2:η2-1,5-cyclooctadiene) 
• 658063-20-8 dichlorobis(2,3-dimethyl-1,4-bis(2,6-diisopropylphenyl)-1,4-diaza-1,3-butadiene^(1-))diiron(II) 
• 658063-18-4 [((CH₃)2CH)2C₆H₃NC(CH₃)C(CH₃)NC₆H₃(CH(CH₃)2)2]FeCl(CH₂Si(CH₃)3) 

Relevant articles and documents

Synthesis, Reactivity, and Solid State Structures of Four-Coordinate Iron(II) and Manganese(II) Alkyl Complexes

Synthesis and characterization of new, four-coordinate, high-spin iron(II) and manganese(II) complexes of the general form L2MR2 (L2 = neutral chelating ligand, R = alkyl) are described. Alkylation of the α-diimine complex, [ArN=C(Me)-C(Me)=NAr]FeCl2 (Ar = 2,6-diisopropylphenyl), as well as the enantiopure iron dichloride compounds, (-)-(sparteine)FeCl2 and (S)-(tBuBox)FeCl2 ((S)-(tBuBox) = 2,2-bis[2-[4(S)-(R′)-1,3-oxazolinyl]propane), with LiCH2SiMe3 afforded the corresponding dialkyl derivatives. Solution magnetic susceptibility measurements and X-ray diffraction studies reveal each of the new iron(II) bis-trimethylsilylmethyl complexes to be high-spin, S = 2, tetrahedral molecules. In addition (-)-(sparteine)Fe(CH2CMe3)2, (-)-(sparteine)Fe(CH2C6H5)2, and (S)-(tBuBox)Fe(CH2C6H5)2 were also prepared and characterized by NMR spectroscopy and elemental analysis. An enantiopure, high-spin, tetrahedral manganese(II) dialkyl complex, (-)-(sparteine)Mn(CH2SiMe3)2, has also been synthesized. The catalytic activity of the new iron complexes in carbon-carbon bond forming processes has been evaluated, and stoichiometric reactions of the dialkyls with olefins, carbon monoxide, and the Lewis acid B(C6F 5)3 have been examined.

Regio- and Diastereoselective Iron-Catalyzed [4+4]-Cycloaddition of 1,3-Dienes

A family of single-component iron precatalysts for the [4+4]-cyclodimerization and intermolecular cross-[4+4]-cycloaddition of monosubstituted 1,3-dienes is described. Cyclooctadiene products were obtained with high regioselectivity, and catalyst-controlled access to either cis- or trans-diastereomers was achieved using 4-substituted diene substrates. Reactions conducted either with single-component precatalysts or with iron dihalide complexes activated in situ proved compatible with common organic functional groups and were applied on multigram scale (up to >100 g). Catalytically relevant, S = 1 iron complexes bearing 2-(imino)pyridine ligands, (RPI)FeL2 (RPI = [2-(2,6-R2-C6H3-Na-CMe)-C5H4N] where R = iPr or Me, L2 = bis-olefin), were characterized by single-crystal X-ray diffraction, M??bauer spectroscopy, magnetic measurements, and DFT calculations. The structural and spectroscopic parameters are consistent with an electronic structure description comprised of a high spin iron(I) center (SFe = 3/2) engaged in antiferromagnetically coupling with a ligand radical anion (SPI = -1/2). Mechanistic studies conducted with these single-component precatalysts, including kinetic analyses, 12C/13C isotope effect measurements, and in situ M??bauer spectroscopy, support a mechanism involving oxidative cyclization of two dienes that determines regio- and diastereoselectivity. Topographic steric maps derived from crystallographic data provided insights into the basis for the catalyst control through stereoselective oxidative cyclization and subsequent, stereospecific allyl-isomerization and C-C bond-forming reductive elimination.