Structure of ruthenium(II) complexes with coproporphyrin I tetraethyl ester

Zverev, Sergey A.; Andreev, Sergey V.; Zamilatskov, Ilya A.; Kurochkina, Nadezhda M.; Tyurin, V. S.; Senchikhin, I. N.; Ponomarev, G. V.; Erzina, Dina R.; Чернышев, Владимир В.

doi:10.1134/s0036024417080386

Cited by 3 publications

(2 citation statements)

References 17 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…For the Bn-fMCF a significant mass reduction, from 98% to ca. 75%, was observed in the temperature range of 230-650 • C, and was ascribed to calcinations of organic fragments present in the modified support [31]. For MCFs loaded with ruthenium complexes, in the temperature range of 250-400 • C about 30% for Ru(3)-ncBn-fMCF and 35% for Ru(2)-cBn-fMCF mass loss was observed.…”

Section: Thermogravimetry Analysismentioning

confidence: 91%

Engineering and Performance of Ruthenium Complexes Immobilized on Mesoporous Siliceous Materials as Racemization Catalysts

et al. 2021

View full text Add to dashboard Cite

Dynamic kinetic resolution (DKR) is one of the most attractive routes to enantioselective synthesis, and ruthenium complexes are often applied as racemization catalysts. Two substituted cyclopentadienyl ruthenium complexes were immobilized covalently and non-covalently on mesoporous silica of mesocellular foam (MCF) and Santa Barbara Amorphous (SBA)-15 type functionalized with a 3 carbon spacer and 4-(chloromethyl)-N-amidobenzoate moiety. The catalysts were studied in a model reaction of secondary alcohol racemization. The immobilization decreased catalyst activity, considerably more for SBA-15 than for MCFs, and complete racemization of 1-phenylethanol was achieved within 24 h with the MCF-supported catalyst. The catalyst could be recovered and reused, thus paving the way for further development of the DKR process. The synthesized materials were fully characterized by FT-IR, TGA, ICP-OES, and nitrogen adsorption at 77 K.

show abstract

Section: Thermogravimetry Analysismentioning

confidence: 91%

Engineering and Performance of Ruthenium Complexes Immobilized on Mesoporous Siliceous Materials as Racemization Catalysts

et al. 2021

View full text Add to dashboard Cite

show abstract

“…[14,15] The reaction between pyropheophorbide a methyl ester and hydrazine hydrate has been studied and the optimal conditions for the selective synthesis of corresponding hydrazones and azines have been found. In continuation of the work on meso-fuctionalized porphyrins we carried out the synthesis of previously unknown N-substituted hydrazones of Ni(II) complexes of β-octaethylporphyrin and tetraethyl ester of coproporphyrin I.…”

Section: Synthesismentioning

confidence: 99%

Synthesis and Study of New N-Substituted Hydrazones of Ni(II) Complexes of β-Octaethylporphyrin and Coproporphyrin I Tetraethyl Ester

Shkirdova¹,

Zamilatskov²,

Stanetskaya³

et al. 2017

MHC

View full text Add to dashboard Cite

N-Substituted hydrazones of nickel complexes of β-octaethylporphyrin and tetraethyl ester of coproporphyrin I were obtained. These compounds can serve as intermediate compounds for the preparation of meso-functionalized derivatives of porphyrins by means of various reactions. In the first stage Vilsmeier-Haack reaction was carried out by the interaction of nickel complexes of β-octaethylporphyrin and tetraethyl ester of coproporphyrin I with N,N-dimethylformamide and phosphorus(V) oxochloride forming the so-called "phosphorus complex", which was hydrolyzed with saturated solution of sodium acetate. The corresponding meso-formyl derivatives of metal porphyrins were obtained as a result. Synthesis of the hydrazones was carried out by the reactions of meso-formyl derivatives with the hydrazines using trifluoroacetic acid as a catalyst. The result of the reaction was formation of hydrazones in the form of a mixture of E-and Z-isomers, which were separated using preparative thin layer chromatography. Thus a series of hydrazoneswith different substituents at the nitrogen atom was obtained. The structures of all obtained compounds were determined using the methods of NMR spectroscopy, electronic absorption spectroscopy and mass spectrometry. For nickel complex of tosylhydrazone derivative of β-octaethylporphyrin the crystal structure was determined using X-ray diffraction. X-ray analysis shows that porphyrin molecules in the crystal form dimers bonded by two hydrogen bonds between the hydrogen atom of the NH-group of hydrazone and the oxygen atom of the sulfonate groups.

show abstract