Spectroscopic and molecular structure characterization of the bis(2-aminophenol)(5, 10, 15, 20-tetraphenylporphyrinato) cobalt(II) complex

Abstract

The reaction of the cobalt(II) meso-tetraphenylporphyrin (TPP) starting material with an excess of 2-aminophenol (Hon) in organic solvents, yields the cobalt(II) porphyrin species [Co II (TPP)(Hon) 2 ] (1). This compound has been characterized by UV-vis, IR, MSI MS and 1 H NMR spectroscopy. The UV-vis data and especially the proton NMR results, for the isolated product, indicated that complex 1 is a Co(II) mesoporphyrin derivative. The X-ray molecular structure of the title compound bis(2-aminophenol) (tetraphenyl-porphyrinato) cobalt(II) has been determined. This structure is the first one reported of a metalloporphyrin with a 2-aminophenol axial ligand species. The central metal is hexacoordinated by the four nitrogen atoms of the pyrrole rings and the nitrogen atoms of the two Hon trans axial ligands.

Effect of the coordination of π-acceptor 4-cyanopyridine ligand on the structural and electronic properties ofmeso-tetra(para-methoxy) andmeso-tetra(para-chlorophenyl) porphyrin cobalt(ii) coordination compounds. Application in the catalytic degradation of methylene blue dye

“…These values are very close to those of the reported hexacoordinated cobalt(II) porphyrin complexes (Table 2) such as [Co II (TPP)(Hon) 2 ] (Hon ¼ 2-aminophenol). 41 Unfortunately, for the known pentacoordinated Co(II) porphyrin derivatives, only the Q(0,0) values are reported; i.e., the l max of [Co II (TMPP)(pip)] (pip ¼ piperidine) is 532 nm which is quite different from those of hexacoordinated cobaltous metalloporphyrins with a l max value $550 nm. 39 Thus, the UV-visible investigation indicates that in solution, complexes 1-2 are pentacoordinated cobaltous metalloporphyrins.…”

Phosphonate-substituted porphyrins as efficient, cost-effective and reusable photocatalysts

“…70 h Ref. 71.iAverage value of 421 (574) was found from all previously reported data 66 limited to consistent values.j Ref. 72.kA starting solution of M(TPPP-A) was prepared by diluting the solution of porphyrin in 0.1 M NaOH (1 mL) with MeCN (10 mL) and water (9 mL).…”

Spectroscopic, Electrochemical, Magnetic and Structural Characterization of an Hexamethylenetetramine Co(II) Porphyrin Complex – Application in the Catalytic Degradation of Vat Yellow 1 dye

“…[53] 2,3,7,8,12,13,17,18-octafluoro-[ mesotetraphenylporphyrinato]cobalt(II) [Co(TPPF 8 )] and 2,3,8,12,13,17,18octafluoro-[ meso -tetrakis(pentafluorophenyl)porphyrinato]cobalt(II) [Co II (TPFPPF 8 )] [54] . On the other hand, we reported the synthesis, the spectroscopic and the X-ray molecular structures of the two hexacoordinated cobalt(II) metalloporhyrins: [Co II (TPP)(Hon) 2 ] (Hon = 2-aminophenol) [11] and the [Co II (TpivPP)(4,4'-bpy) 2 ] (TpivPP = α, α, α, α-(tetrakis( o -pivalamidophenyl)porphyrinato) [48] . In fact, this later species is a polymer in solid state.…”

“…Nevertheless, the molecular structures of few hexacoordinated Co(II) porphyrins are known, e.g. [Co II (TPP)(amp) 2 ] (TPP: meso -tetraphenylporphyrinato and amp = 2-aminophenol) [ 11 ]. It is noteworthy that Co(II) porphyrins are increasingly used in several fields such as catalysis; e.g., the [Co II (P1)] complex (P1 = the D 2 -symmetric chiral porphyrin 3,5-Di t Bu-ChenPhyrinas) which have been reported to be effective catalysts for the stereos- elective cyclopropanation of alkenes with unique reactivity profiles [ 12 ].…”