An improved protocol for the synthesis of antipodal β-tetrabromo-tetraphenylporphyrin and the crystal structure of its Zn(II) complex

Fluoroalkylation of Porphyrins: A Facile Synthesis of Trifluoromethylated Porphyrins by a Palladium‐Catalyzed Cross‐Coupling Reaction

“…[13] Although the generation of active [CF 3 Cu] species in situ from FSO 2 CF 2 COOMe is the same as that from Cd(CF 3 ) 2 / CF 3 CdBr, our reagent is readily available [14,15] as its precursor, FSO 2 CF 2 COF, is one of the starting materials for producing the commercial ion-exchange resins Nafion-H ® . [16] Various brominated porphyrins, such as H 2 TPP(Br) (2), [17] H 2 TPP(Br) 4 (4), [18] H 2 TPP(Br) 8 (6), [19] H 2 DPP(Br) (11), [20] and H 2 DPP(Br) 2 (13), [21] can be conveniently prepared by the controlled bromination of H 2 TPP either by treatment of the free porphyrin with NBS or the porphyrin copper complex (CuTPP, Cu1) with Br 2 , according to literature procedures (Scheme 1).…”

The (Porphyrin)ruthenium‐Catalyzed Aziridination of Olefins Using Aryl Azides as Nitrogen Sources

“…All starting materials were commercial products and were used as received unless otherwise reported. Aryl azides, [67][68][69] meso-tetraphenylporphyrins, [70,71] β-substituted meso-tetraphenylporphyrins [72,73] and their ruthenium complexes, [54,74,75] were synthesized according to methods reported in the literature or by using minor modifications of them. [Ru(OEP)(CO)] (Aldrich) was used as received.…”

Bromination of porphyrins (Review)

“…The reaction was conducted with boiling in o-dichlorobenzene, and nickel tetraphenylporphyrinate was used as substrate. While stressing the lack of modern bromination procedures, the authors of [48] published a detailed method for the production of β-tetrabromotetraphenylporphyrin with a high yield. They showed that compounds with a smaller or larger number of bromine atoms in the molecule were not formed under the given conditions.…”