80925-69-5

Upstream product

• 1008132-26-0 [(tetraphenylporphyrin)Fe(III)(4-methylimidazole)2]PF₆ 
• 868139-71-3 (tetraphenylporphyrin)Fe(II)(4-methylimidazole)2 
• 80925-71-9 K⁽¹⁺⁾*(OCH₂CH₂)6*[Fe((C₆H₅)4C₂₀H₈N₄)(CH₃C₃H₂N₂)2]^(1-)=[K((OCH₂CH₂)6)][Fe((C₆H₅)4C₂₀H₈N₄)(CH₃C₃H₂N₂)2] 
• 104-15-4 toluene-4-sulfonic acid 
• 80939-26-0 Fe((C₆H₅CNC₄H₂)4)(N₂C₃H₃CH₃)2⁽¹⁺⁾*SbF₆^(1-)=Fe((C₆H₅CNC₄H₂)4)(N₂C₃H₃CH₃)2(SbF₆) 

Downstream Products

• 868139-71-3 (tetraphenylporphyrin)Fe(II)(4-methylimidazole)2 

Relevant academic research and scientific papers

Hydrogen atom transfer reactions of iron-porphyrin-imidazole complexes as models for histidine-ligated heme reactivity

Hydrogen atom transfer (HAT) reactions of the bis(histidine) cytochrome active site models (TPP)FeII(ImH)2 (FeIIImH) and (TPP)Fe(Im)(ImH) (FeIIIIm) have been examined in acetonitrile solvent (TPP = tetraphenylporphyrin, ImH = 4-methylimidazole). The ascorbate derivative 5,6-isopropylidine ascorbate, hydroquinone, and the hydroxylamine TEMPOH all rapidly add H? to FeIIIIm to give FeIIImH. Similarly, the phenoxyl radical 2,4,6-tBu3C6H2O? and excess TEMPO? each oxidize FeIIImH to give FeIIIIm. On the basis of redox potential, pKa, and equilibrium measurements, the N-H bond in FeIIImH was found to have a bond dissociation free energy (BDFE) of 70 ± 2 kcal mol-1. A hydrogen atom transfer mechanism (concerted transfer of e- and H+) is indicated based on data for the ascorbate and TEMPO? reactions. Copyright

New Five- and Six-Coordinate Imidazole and Imidazolate Complexes of Ferric Tetraphenylporphyrine

The synthesis of several new imidazole and imidazolate complexes of ferric tetraphenylporphyrine (TPP) are reported.The following coplexes have been made with L = imidazole (ImH) or 4-methylimidazole (4MeImH) and L- = imidazolate (Im-) or 4-methylimidazolate (4MeIm-): FeTPP(L)(L-), -2>-, and (SbF6).Addition of Im- to FeTPPCl resulted in the formation first of the imidazolate-bridged complex + and then of -.Similar addition of 4MeIm- to FeTPPCl resulted in the formation first of the high-spin mononuclear complex FeTPP(4MeIm) and then of -.The affinity of (SbF6) for a second 4MeImH was found to be very high, with K >/= 107 M-1 in toluene, 25 deg C.By contrast, 4MeImH was found preferentially to hydrogen bond to Fe(TPP)(4MeIm), with K ca. 5 * 104 M-1 in THF, 25 deg C.Coordination of 4MeImH was only observed at high concentration of ligand (K ca. 50 +/- 10 M-1).The monoimidazole complex (SbF6) was concluded to be high spin after a comparison of the visible spectral properties of a large number of ferric TPP complexes.