54329-76-9

Upstream product

• 5970-45-6 zinc(II) acetate dihydrate 
• 557-34-6 zinc diacetate 
• 1443990-88-2 cadmium 2-bromo-5,10,15,20-tetraphenylporphyrinate 
• 128-08-5 N-Bromosuccinimide 
• 917-23-7 5,15,10,20-tetraphenylporphyrin 
• 14074-80-7 (5,10,15,20-tetraphenylporphyrinato)zinc(II) 
• 7558-02-3 potassium bromide 

Downstream Products

• 172696-37-6 2,2'-bis[(5,10,15,20-teraphenylporphinato)zincio(II)]ethyne 
• 870251-15-3 (C₆H₅)3C₆H₄C₂₀H₇N₄Zn 
• 910480-52-3 {2-(4',4',5',5'-tetramethyl[1',3',2']dioxaborolan-2'-yl)-5,10,15,20-tetraphenylporphyrinato}-zinc(II) 
• 684214-06-0 zinc meso-tetraphenylporphyrin-N-phenyl-N'-(n-octyl)pyromellitimide 

Relevant academic research and scientific papers

Bromination of tetrapyrrolic scaffolds: A sustainable approach

A sustainable procedure developed for the bromination of organic substrates, such as olefins and small aromatic rings, has been applied to porphyrin derivatives. The synthetic method, based on a V(v) or Mo(vi) catalyzed reaction, occurs in a two-phase med

Improved light absorbance does not lead to better DSC performance: Studies on a ruthenium porphyrin-terpyridine conjugate

The preparation and characterization of 7-(4-([2,2′:6′,2′′-terpyridin]-4′-yl)phenyl)-5,10,15,20-tetraphenylporphyrinatozinc(ii), 3, are reported, and the structure of 3 has been confirmed by a single crystal structure determination. Reaction of RuCl3·3H2O with diethyl (4-([2,2′:6′,2′′-terpyridin]-4′-yl)phenyl)phosphonate, 4, followed by 3 in reducing conditions gives [Ru(3)(4)][PF6]2. In solution, 3 and [Ru(3)(4)][PF6]2 undergo two, reversible porphyrin-centred oxidation processes at lower potential than the Ru2+/Ru3+ process in [Ru(3)(4)][PF6]2. In the solution absorption spectra, the Soret and Q bands in 3 are little perturbed upon complex formation; the MLCT band in [Ru(3)(4)][PF6]2 has λmax = 492 nm. Spectroelectrochemical data for 3 and [Ru(3)(4)][PF6]2 are presented. [Ru(3)(4)]2+ binds to nanoparticulate TiO2 and the solid-state absorption spectrum confirms enhanced light absorption with respect to the standard dye-sensitized solar cell (DSC) dye N719. However, the photoconversion efficiencies of DSCs sensitized with [Ru(3)(4)]2+ are disappointingly low. Transient absorption spectroscopic studies on this series of compounds indicate that triplet-triplet energy transfer processes are likely to be responsible for this poor performance.

Synthesis, characterization and photodynamic activity against bladder cancer cells of novel triazole-porphyrin derivatives

Novel triazole-porphyrin derivatives (TZ-PORs) were synthesized through the Heck reaction and then incorporated into polyvinylpyrrolidone (PVP) micelles. After verifying that this incorporation did not compromise the photophysical and chemical features of

Synthesis and photodynamic effects of new porphyrin/4-oxoquinoline derivatives in the inactivation of S. aureus

New porphyrin/4-oxoquinoline conjugates were synthesized from the Heck coupling reaction of a β-brominated porphyrin with 1-allyl-4-oxoquinoline derivatives, followed by demetallation and deprotection affording the promising photosensitizers 9a-e. Singlet oxygen studies have demonstrated that all the porphyrin/4-oxoquinoline conjugates 9a-e were capable of producing cytotoxic species and found to be excellent photosensitizing agents in the inactivation of S. aureus by the antimicrobial photodynamic therapy (aPDT) protocol.

Complex formation of β-brominated tetraphenylporphyrins and metal exchange of their cadmium complexes with d-metal salts in dimethylformamide

Complex formation of zinc and copper(II) acetates with tetraphenylporphyrin, 2-bromo-5,10,15,20-tetraphenylporphyrin, 2,3,12,13-tetrabromo-5,10,15,20-tetraphenylporphyrin, and 2,3,7,8,12,13,17,18-octabromo-5,10,15,20-tetraphenylporphyrin in N,N-dimethylformamide has been studied. The rate constants determined in the study of the complex formation and the metal exchange reactions have been compared.

Reaction of metal exchange of cadmium 5,10,15,20-tetraphenylporphyrinate and its β-bromo derivative with zinc acetate in dimethylformamide

Metal exchange of cadmium 5,10,15,20-tetraphenylporphyrinate (CdTPP) and cadmium 2-bromo-5,10,15,20-tetraphenylporphyrinate (CdTPPBr) with zinc acetate in dimethylformamide was spectrophotometrically examined. The kinetic parameters of the metal exchange reaction were determined. A possible stoichiometric mechanism of the reaction was suggested. The effect of the bromo substituent in β-position of the pyrrole in the cadmium tetraphenylporphyrinate on the metal exchange reaction with Zn(OAc)2 in DMF was found.

Spectral and complex-forming properties of ?-bromo-substituted porphyrins in N,N-dimethylformamide

Contributions of structural and electronic effects to the reactivity and chromophore properties of tetrapyrrole macrocycles modified by bromine atoms were revealed on the basis of the kinetic data on the complex formation of 2-bromo-5,10,15,20-tetraphenyl

Energy and electron transfer in β-alkynyl-linked porphyrin-[60] fullerene dyads

Three porphyrin-fullerene dyads, in which a diyne bridge links C 60 with a β-position on a tetraarylporphyrin, have been synthesized. The free-base dyad was prepared, as well as the corresponding Zn(II) and Ni(II) materials. These represent the first examples of a new class of conjugatively linked electron donor-acceptor systems in which π-conjugation extends from the porphyrin ring system directly to the fullerene surface. The processes that occur following photoexcitation of these dyads were examined using fluorescence and transient absorption techniques on the femtosecond, picosecond, and nanosecond time scales. In sharp contrast to the photodynamics associated with singlet excited-state decay of reference tetraphenylporphyrins (ZnTPP, NiTPP, and H2TPP), the diyne-linked dyads undergo ultrafast (60 dyad clearly show that in toluene intramolecular energy transfer (EnT) to ultimately generate C60 triplet excited states is the dominant singlet decay mechanism, while intramolecular electron transfer (ET) dominates in THF and PhCN to give the ZnP.+/C60.- charge-separated radical ion pair (CSRP). Electrochemical studies indicate that there is no significant charge transfer in the ground states of these systems. The lifetime of ZnP .+/C60.- in PhCN was ～40 ps, determined by two different types of transient absorption measurement in two different laboratories. Thus, in this system, the ratio of the rates for charge separation (kCS) to rates for charge recombination (kCR), k CS/kCR, is quite small, ～7. The fact that charge separation (CS) rates increase with increasing solvent polarity is consistent with this process occurring in the normal region of the Marcus curve, while the slower charge recombination (CR) rates in less polar solvents indicate that the CR process occurs in the Marcus inverted region. While photoinduced ET occurs on a similar time scale in a related dyad 15 in which a diethynyl bridge connects C60 to the para position of a meso phenyl moiety of a tetrarylporphyrin, CR occurs much more slowly; i.e., kCS/k CR ≈ 7400. Thus, the position at which the conjugative linker is attached to the porphyrin moiety has a dramatic influence on kCR but not on kCS. On the basis of electron density calculations, we tentatively conclude that unfavorable orbital symmetries inhibit charge recombination in 15 vis a vis the β-linked dyads.