1582784-65-3

Basic information

• Product Name: C₂₁H₂₁Fe^(1-)*C₂₅H₄₉Cl₂F₃Mg₂O₉S⁽¹⁺⁾
• CAS NO: 1582784-65-3
• Molecular Weight: 1031.48
• Mol File: 1582784-65-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₂₁H₂₁Fe^(1-)*C₂₅H₄₉Cl₂F₃Mg₂O₉S⁽¹⁺⁾(CAS DataBase Reference)
• NIST Chemistry Reference: C₂₁H₂₁Fe^(1-)*C₂₅H₄₉Cl₂F₃Mg₂O₉S⁽¹⁺⁾(1582784-65-3)
• EPA Substance Registry System: C₂₁H₂₁Fe^(1-)*C₂₅H₄₉Cl₂F₃Mg₂O₉S⁽¹⁺⁾(1582784-65-3)

Safety Data

• Hazardous Substances Data: 1582784-65-3(Hazardous Substances Data)

Upstream product

• 2633-66-1 2-mesitylmagnesium bromide 
• 27607-77-8 trimethylsilyl trifluoromethanesulfonate 
• 1582784-53-9 C₂₁H₂₁Fe^(1-)*C₂₄H₄₈Cl₃Mg₂O₆⁽¹⁺⁾ 
• 112440-07-0 [FeBn₂(TMEDA)] 
• 6921-34-2 benzylmagnesium chloride 

Relevant articles and documents

TMEDA in iron-catalyzed Kumada coupling: Amine adduct versus homoleptic "ate" complex formation

The reactions of iron chlorides with mesityl Grignard reagents and tetramethylethylenediamine (TMEDA) under catalytically relevant conditions tend to yield the homoleptic "ate" complex [Fe(mes)3] - (mes=mesityl) rather than adducts of the diamine, and it is this ate complex that accounts for the catalytic activity. Both [Fe(mes) 3]- and the related complex [Fe(Bn)3] - (Bn=benzyl) react faster with representative electrophiles than the equivalent neutral [FeR2(TMEDA)] complexes. FeI species are observed under catalytically relevant conditions with both benzyl and smaller aryl Grignard reagents. The X-ray structures of [Fe(Bn) 3]- and [Fe(Bn)4]- were determined; [Fe(Bn)4]- is the first homoleptic σ-hydrocarbyl FeIII complex that has been structurally characterized. Casting iron in catalytic roles: Chelating diamine ligands such as TMEDA are routinely used in iron-catalyzed cross-coupling reactions of aryl Grignard reagents. However, it was found that under catalytically relevant conditions, there is little evidence for their coordination to iron centers; homoleptic anionic organoiron species are produced instead. Copyright