Porphyrins

Ponomarev, G. V.; Maravin, G. B.

doi:10.1007/bf00479874

Cited by 3 publications

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“…This method was successfully applied in the chemistry of porphyrins earlier. [25] The Vilsmeier-Haack reaction of palladium complex of coproporphyrin II (4) gave the corresponding Schiff bases as two structural isomers in 4:1 ratio. We assume that the direction and the yield of this reaction strongly depends on substituents in adjacent pyrrole rings.…”

Section: Resultsmentioning

confidence: 99%

Synthesis of the First Azomethine Derivatives of Pd(II) Coproporphyrins I and II

Volov¹,

Zamilatskov²,

Mikhel³

et al. 2014

MHC

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Section: Resultsmentioning

confidence: 99%

Synthesis of the First Azomethine Derivatives of Pd(II) Coproporphyrins I and II

Volov¹,

Zamilatskov²,

Mikhel³

et al. 2014

MHC

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“…7 Nickel meso cyanooctaethylporphyrin N oxide complex (2). Oxime 1 (15 mg, 23.6 µmol) and NBS (9 mg, 59.6 µmol) were added to a solution of Et 3 N (50 µL) in CH 2 Cl 2 (5 mL).…”

Section: Methodsmentioning

confidence: 99%

1,3-Cycloaddition of the nickel meso-cyanooctaethylporphyrin N-oxide complex to olefins. Molecular and crystal structure of a double cycloaddition product to 2,5-norbornadiene

et al. 2004

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“…The interaction of hydroxylamine hydrochloride with iodomethylates of azomethine derivatives of porphyrins at room temperature is more efficient [5]. Such oximes were used previously to obtain the corresponding meso-cyanoporphyrins [6,7].…”

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Porphyrins. 40. Chemistry of Oximes of Metal Complexes of meso-Formyloctaalkylporphyrins. Synthesis, Molecular and Crystal Structure of Nickel Complexes of “Tripyrrolylisoxazoles”

Morozova¹,

Нестеров²,

Yashunsky³

et al. 2005

Chem Heterocycl Compd

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The synthesis has been carried out of nickel complexes of oximes of two isomers of mesoformyletioporphyrin-II and their conversion in the heterophase system methylene chloride-water into nickel complexes of tripyrrolylisoxazoles has been studied. The structure of one of them was established by X-ray structural analysis.Keywords: isoxazole, linear polypyrroles, porphyrin metal complexes, oximes of mesoformylporphyrins, etioporphyrin-II.Oximes of meso-formylporphyrins may be obtained by heating the appropriate formyl derivatives in pyridine solution with hydroxylamine hydrochloride [3,4]. The interaction of hydroxylamine hydrochloride with iodomethylates of azomethine derivatives of porphyrins at room temperature is more efficient [5]. Such oximes were used previously to obtain the corresponding meso-cyanoporphyrins [6,7]. Systematic investigations carried out by us of the chemical properties of metal complexes of oximes of meso-formylporphyrins showed that the latter are readily transformed under conditions of interphase hydrolysis at room temperature in a methylene chloride-water mixture into 1,2-isoxazinochlorins [8,9] and/or into linear polypyrrole compounds [2] depending on the structure of the peripheral substituents in the macrocycle and the presence of a central metal atom.The aim of the present work is to establish the structure of the polypyrrole compounds formed. In order to simplify the problem and to exclude the emergence of isomeric mixtures on transforming oximes of meso-formylporphyrins, isomers of the oximes of the nickel complex of meso-formyletioporphyrin-II 1 and 2, in which the meso substituent is in the vicinity of two identical β-pyrrole groups, ethyl (for isomer 1) and methyl (for isomer 2), were selected as subjects of the investigation.The synthesis of the required oximes 1 and 2 was effected starting from the Schiff's bases 3 and 4 described previously [10]. Refluxing the latter in dichloromethane in the presence of MeI led to the formation of the corresponding iodomethylates 5 and 6 in high yield. _______ * For Part 39 see [1], preliminary communication see [2]. __________________________________________________________________________________________

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Porphyrins

Cited by 3 publications

References 1 publication

Synthesis of the First Azomethine Derivatives of Pd(II) Coproporphyrins I and II

Synthesis of the First Azomethine Derivatives of Pd(II) Coproporphyrins I and II

1,3-Cycloaddition of the nickel meso-cyanooctaethylporphyrin N-oxide complex to olefins. Molecular and crystal structure of a double cycloaddition product to 2,5-norbornadiene

Porphyrins. 40. Chemistry of Oximes of Metal Complexes of meso-Formyloctaalkylporphyrins. Synthesis, Molecular and Crystal Structure of Nickel Complexes of “Tripyrrolylisoxazoles”

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