2537-82-8

Upstream product

• 129413-30-5 octaphenylporphyrinogen 
• 50-00-0 formaldehyd 
• 1632-48-0 3,4-diphenyl-1H-pyrrole 
• 5153-67-3 nitrostyrene 
• 1632-56-0 2-dimethylaminomethyl-3,4-diphenylpyrrole 
• 15341-31-8 α-nitro-stilbene 
• 100-52-7 benzaldehyde 
• 1215-07-2 (E)-(1-nitroethene-1,2-diyl)dibenzene 
• 120046-82-4 ethyl 3,4-diphenylpyrrole-2-carboxylate 

Relevant academic research and scientific papers

Kinetics of the formation of copper β-octaphenylporphyrin complexes in pyridine and acetic acid

The formation kinetics of copper β-octaphenylporphyrin complexes in pyridine and acetic acid is reported and is compared with that of copper β-octamethylporphyrin and dodecaphenylporphyrin complexes. The introduction of electron-donating or electron-withdrawing substituents in the β-positions of the porphyrin macrocycle change the rate of the complexation reaction by at most one order of magnitude. On passing from the planar porphyrin macrocycle to the heavily distorted one, the rate of the reaction in pyridine (electron donor solvent) and acetic acid (electron acceptor solvent) increases and decreases, respectively, by several orders of magnitude.

Synthesis of 3,4-diarylpyrroles and conversion into dodecaarylporphyrins; a new approach to porphyrins with altered redox potentials

3,4-Diarylpyrroles (1) have been directly prepared in 20-50% yield by the reaction of β-nitrostyrenes with aqueous TiCl3 in 1,4-dioxane. Pyrroles 1 were also prepared via Barton-Zard pyrrole synthesis using the reaction of α-nitrostilbenes with ethyl isocyanoacetate followed by de-ethoxycarbonylation. 3,4-Diarylpyrroles have been converted into dodecaarylporphyrins by reaction with aromatic aldehydes. Various aryl groups are readily introduced at the periphery of porphyrins by this method. Phenyl substitution at any of the positions of pyrroles decreases E1/2ox while E1/2red is almost unchanged. On the other hand, substitution of the 2-thienyl group affects both the HOMO and LUMO energies, and the UV-vis spectra of dodeca-2-thienylporphyrins (4f or 4i) are extremely red-shifted.

Synthesis of Sterically Overcrowded Deca- and Undecaphenylporphyrins via Mixed Condensation of 3,4-Diphenylpyrrole with Benzaldehyde and Formaldehyde

Sterically overcrowded unsymmetrical porphyrins bearing ten and eleven phenyl groups are synthesized using mixed condensation of diphenylpyrrole with benzaldehyde and formaldehyde and characterized by FAB-MS, UV-VIS, and NMR spectra.

Synthesis of Octaalkyl- and Octaarylporphyrins from Nitroalkenes

Symmetrically substituted octaalkyl- and octaarylporphyrins are readily prepared by the reduction of 2-ethoxycarbonyl-3,4-dialkyl (or diaryl)pyrroles with LiAlH4 followed by treatment with acetic acid and oxidizing agents.