The synthesis of porphyrins from dipyrrolylmethanes

Мамардашвили, Н. Ж.; Голубчиков, О. А.

doi:10.1070/rc2000v069n04abeh000550

Cited by 27 publications

(24 citation statements)

References 43 publications

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“…[1] Easily available meso-tetraarylporphyrins 1 and more related to natural β-octaalkylporphyrins 2 are the most common in practice. Some of them, like 5,10,15,20-tetraphenylporphyrin 1 (Ar = Ph) and 2,3,7,8,12,13,17,18-octaethylporphyrin 2 (Alk = Et) have symmetrically arranged substituents and are sufficiently soluble in organic solvents, unlike a more simple 2,3,7,8,12,13,17,18-octamethyporphyrin 2 (Alk = Ме) which is almost not soluble in the majority of organic solvents.…”

Section: синтез порфиринов из α a -незамещенных дипироллилметановmentioning

confidence: 99%

“…[2][3][4][5][6][7] This reaction is assumed to proceed via decarboxylation of the original dipyrromethane 3 with the subsequent formylation to give an α-formyl derivative 4 which undergoes cyclocondensation unto porphodimethene 5 with the…”

Section: синтез порфиринов из α a -незамещенных дипироллилметановmentioning

confidence: 99%

“…To achieve this transformation, trichloroacetic or trifluoroacetic acid is used as the catalyst, [2][3][4][5][6][7] the acid and ortho-formate are used in significant excess with respect to dipyrromethane and the reaction is carried out in chloroform or methylene chloride in air at reflux.…”

Section: Synthesis Of Porphyrins From α-Unsubstituted Dipyrromethanesmentioning

confidence: 99%

“…Easily available meso-tetraarylporphyrins 1 and more related to natural β-octaalkylporphyrins 2 are the most common in practice. Some of them, like 5,10,15,20-tetraphenylporphyrin 1 (Ar = Ph) and 2,3,7,8,12,13,17,18-octaethylporphyrin 2 (Alk = Et) have symmetrically arranged substituents and are sufficiently soluble in organic solvents, unlike a more simple 2, 3,7,8,12,13,17,18-octamethyporphyrin 2 (Alk = Ме) which is almost not soluble in the majority of organic solvents.Of interest is a simple method of synthesis of β-substituted alkylporphyrins with the general structure of 6 by condensation of α-carboxydipyrromethanes 3 (Х = СООН) with triethyl-ortho-formate in the presence of an acid (Scheme 1). …”

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confidence: 99%

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Synthesis of Porphyrins from α-Unsubstituted Dipyrromethanes

Lyubimova¹,

Сырбу²,

Semeikin³

2016

MHC

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The conditions for the porphyrin synthesis by condensation of α-unsubstituted dipyrromethanes and ortho-formicКлючевые слова: Синтез, дипирролилметаны, порфирины.Tetrapyrrolic macroheterocycles have found widespread application as new functional materials with useful properties. In particular, synthetic porphyrins and their metal complexes are widely used as model compounds for studies of biochemical processes, catalysts and medicinal drugs. Easily available meso-tetraarylporphyrins 1 and more related to natural β-octaalkylporphyrins 2 are the most common in practice. Some of them, like 5,10,15,20-tetraphenylporphyrin 1 (Ar = Ph) and 2,3,7,8,12,13,17,18-octaethylporphyrin 2 (Alk = Et) have symmetrically arranged substituents and are sufficiently soluble in organic solvents, unlike a more simple 2, 3,7,8,12,13,17,18-octamethyporphyrin 2 (Alk = Ме) which is almost not soluble in the majority of organic solvents.Of interest is a simple method of synthesis of β-substituted alkylporphyrins with the general structure of 6 by condensation of α-carboxydipyrromethanes 3 (Х = СООН) with triethyl-ortho-formate in the presence of an acid (Scheme 1).

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Section: синтез порфиринов из α a -незамещенных дипироллилметановmentioning

confidence: 99%

Section: синтез порфиринов из α a -незамещенных дипироллилметановmentioning

confidence: 99%

Section: Synthesis Of Porphyrins From α-Unsubstituted Dipyrromethanesmentioning

confidence: 99%

mentioning

confidence: 99%

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Synthesis of Porphyrins from α-Unsubstituted Dipyrromethanes

Lyubimova¹,

Сырбу²,

Semeikin³

2016

MHC

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“…(8) were obtained according to [18] . Zn-2,3,7,8,12,13,17,18-octaethylporphyrin (1) was obtained by complexation of the corresponding porphyrin ligand (2,3,7,8, 12,13,17,18-octaethylporphyrin) with zinc acetate in boiling dimethylformamide and showed the best correlation with the spectral data presented for this compound according to [19] .…”

Section: Introductionmentioning

confidence: 99%

Axial Coordination of Imidazoles by meso-Nitro Substituted Zn-Octaethylporphyrins

Мамардашвили¹,

Kulikova²,

Чижова³

et al. 2013

MHC

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The study of complex formation between mono-, di-, tri-and tetranitro meso-substituted Zn- Ключевые слова: Zn-октаэтилпорфирин, мезо-нитрозамещенные порфирины, электроноакцепторные группы, аксиальная координация, связывающая способность, константа устойчивости.

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