38720-29-5

Upstream product

• 12112-97-9 tricarbonyl[(1-4-η)-1,4-diphenyl-1-azabuta-1,3-diene]iron 
• 80542-40-1 N-cinnamylidene-p-anisidine 
• 143409-85-2 tricarbonyl(4-methoxybenzylideneacetone)iron 
• 13463-40-6 iron pentacarbonyl 
• 15321-51-4 diiron nonacarbonyl 

Downstream Products

• 12152-72-6 (cyclohexa-1,3-diene)iron tricarbonyl 
• 143409-85-2 tricarbonyl(4-methoxybenzylideneacetone)iron 
• 14741-34-5 tricarbonyl bis(triphenylphosphine) iron 
• 66719-94-6 [Fe(CO)2(PPh3)(η-PhCH=CH-CH=N-C6H4OMe-4)] 
• 13463-40-6 iron pentacarbonyl 

Relevant academic research and scientific papers

Synthesis, Molecular Structure, Fluxional Behavior, and Tricarbonyliron Transfer Reactions of (η4-1-Azabuta-1,3-diene)tricarbonyliron Complexes

The η4-1-azabuta-1,3-diene)tricarbonyliron complexes 10 are easily prepared in high yield by condensation of the corresponding arylamines 7 with the cinnamaldehydes 8 and subsequent ultrasound-promoted complexation of the resulting 1-azabuta-1,3-dienes 9 with nonacarbonyldiiron. The complexes 10 are shown to represent excellent reagents for the transfer of the tricarbonyliron fragment onto cyclohexa-1,3-diene (1a). The structural characterization for the complexes 10 is achieved by IR, 1H-NMR, and 13C-NMR spectroscopy, as well as X-ray crystallography of 10b, 10c, and 101. Using variable temperature 13C-NMR spectroscopy the fluxionality of the complexes 10a, 10b, 10c, 10e, and 2 is investigated and the activation barrier for the turnstile rotation of the tricarbonyliron fragment is determined. The transfer reaction and the structural factors influencing the transfer of the tricarbonyliron fragment are extensively investigated.

1,4-diaryl-1-azabuta-1,3-diene-catalyzed complexation of cyclohexa-1,3-diene by the tricarbonyliron fragment: Development of highly efficient catalysts, optimization of reaction conditions, and proposed mechanism

The 1,4-diaryl-1-azabuta-1,3-diene-catalyzed complexation of cyclohexa-1,3-diene with either nonacarbonyldiiron or pentacarbonyliron is reported to provide high yields of the tricarbonyl(η4-cyclohexa-1,3-diene)iron complex. This procedure enables exploitation of both tricarbonyliron fragments of nonacarbonyldiiron for the complexation of dienes for the first time. Using 12.5 mol % of 1-(4-methoxyphenyl)-4-phenyl-1-azabuta-1,3-diene and optimized reaction conditions (nonacarbonyldiiron, dimethoxyethane, reflux, 16.5 h, or pentacarbonyl-iron, dioxane, reflux, 45 h), a quantitative catalytic complexation of cyclohexa-1,3-diene is feasible with both reagents. An extensive study with a broad range of 1,4-diaryl-1-azabuta-1,3-dienes shows that the efficiency of the catalysts strongly depends on the substituents of the two aryl rings. Remarkably high activities are found for those catalysts deriving from condensation of cinnamaldehyde and ortho-methoxy-substituted arylamines. A hexacarbonyldiiron complex of 1-(4-methoxyphenyl)-4-phenyl-1-azabuta-1,3-diene is obtained as a byproduct of the catalytic complexation and is structurally confirmed by X-ray crystallography. A mechanism supported by the experimental findings is proposed.