Synthesis of tetraphenylporphines with active groups in the phenyl rings 6. Synthesis of monosubstituted tetraphenylporphines by diazotization

Monoaminophenyltriphenylporphines are diazotized and then used to produce monohalosubstituted tetraphenylporphines. Isomeric mono(p-hydroxyphenylazo)phenyltriphenylporphines are synthesized by replacing the azo group of diazonium salts of monosubstituted porphines with phenol.See [1] for Communication 5.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1507–1509, November, 1990.     

Porphyrins. 22. Synthesis of porphyrins with two cyclopentane rings

The Vilsmeier formylation of meso-methylporphyrins and a porphyrin with a cyclopentane ring was investigated. A meso substituent increases the ability of free meso positions to undergo electrophilic substitution reactions. Schiff bases of meso-formylporphyrins were subjected to thermolysis, and a porphyrin with two cyclopentane rings was synthesized for the first time.See [1] for communication 21.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 922–927, July, 1987.     

Synthesis of tetraphenylporphins with reactive groups in the phenyl rings. 7.* salts of tetrakis(N,N,N-trimethylaminophenyl)porphins

Tetrakis(N,N-dimethylaminophenyl)porphins and water-soluble salts of tetrakis(N,N,N-trimethylaminophenyl)porphins have been obtained by the alkylation of tetrakis(aminophenyl)porphins with methyl iodide.For Communication 6, see [1].Ivanovo State Institute of Chemical Technology, Ivanovo Center 153460. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 668–671, May, 1996. Original article submitted December 6, 1995.     

Synthesis of tetraphenylporphines with active groups in the phenyl rings. 4. Functionally substituted monohydroxy derivatives of tetraphenylporphine

Monosubstituted porphyrins bonded to 8-hydroxyquinoline, -naphthalene, anthraquinone, and naphthoquinone residues, as well as dimeric porphyrins, were obtained by alkylation of monohydroxyphenyltriphenylporphines.See [1] for communication 3.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 781–786, June, 1987.     

Synthesis of tetraphenylporphins with active groups in the phenyl rings. 2. Preparation of tetrakis(hydroxyphenyl)porphins

The corresponding tetrakis(hydroxyphenyl)porphins were obtained by demethylation of tetrakis(methoxyphenyl)porphins with aniline hydrochloride or 60% HBr.See [1] for communication 1.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1359–1361, October, 1983.     

Synthesis of tetraphenylporphins with active groups in the phenyl rings. 1. Preparation of tetrakis(4-aminophenyl)porphin

Condensation of p-nitrobenzaldehyde with pyrrole in propionic acid with added acetic anhydride gave tetrakis(4-nitrophenyl)porphin (24%), by the reduction of which tetrakis(4-aminophenyl)porphin, which was also obtained by hydrolysis of tetrakis(4-acetamidophenyl)porphin, was synthesized.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1354–1355, October, 1982.     

Synthesis of tetraphenylporphines with active groups in the phenyl rings. 5. Tetra(carboxymethylenoxyphenyl)porphines and their ethyl esters

Tetra(carboxymethylenoxyphenyl)porphines which are soluble in bases are prepared by hydrolysis of the ethyl esters of tetra(carboxymethylenoxyphenyl)porphines. The starting ethyl esters of the tetra(carboxymethylenoxyphenyl)porphines were synthesized by alkylation of tetra(oxyphenyl)porphines with ethylchloroacetate, as well as by condensation of pyrrole with ethyl esters of formylphenoxyacetic acids.See [1] for Communication 4.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1373–1377, October, 1989.     

Asymmetrical porphyrins. I. Synthesis,characterization and physicochemical properties of phenyl/4-benzyloxyphenyl 5,10,15,20-substituted porphyrins

A complete series of five phenyl/4-benzyloxyphenyl 5,10,15,20-substituted porphyrin has been synthesized, characterized by analysis, R_f values, and proton-nmr spectroscopy (pmr). Their physicochemical properties, namely ir spectra, absorption spectra, emission spectra, excited state life-times, pK₃ values, reduction potentials, and kinetics of Cu(+2) insertion, have been determined. Attempts have been made to correlate these physicochemical properties with the structures of the porphyrins.     

Synthesis of tetraphenylporphins with reactive groups in the benzene rings. 3. Use of diazotization for the preparation of substituted tetraphenylporphins

Diazotization of tetra(aminophenyl)porphins has been employed to obtain halo- and hydroxy-tetraphenylporphins. Azo-coupling of tetra(diazophenyl)porphins has given isomeric tetra[(p-hydroxyphenylazo)phenyl]porphins.For Communication 2, see [1].Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 486–490, April, 1986.     

Synthesis and properties of poly(arylene ether)s bearing sulfonic acid groups on pendant phenyl rings

Two kinds of new aromatic poly(arylene ether)s containing sulfonic acid groups were synthesized. Polymer 1 composed of tetraphenylphenylene ether and perfluorobiphenylene units was sulfonated with chlorosulfonic acid. Sulfonation took place only at the para position of the pendant phenyl rings. The average degree of sulfonation per repeating unit (m) was controlled from 1 to 4. Sulfonated polymer 2 with m = 3 was soluble in methanol and dimethyl sulfoxide and swelled in water. Incorporating bis(3,5‐dimethylphenyl)sulfone moieties into the sulfonated polymer imparts less methanol affinity. Polymers 4 with 30–65 mol % tetrakis(sulfophenyl)phenylene ether units has high decomposition temperatures above 300 °C, hydrophilicity, and good hydrolytic stability. © 2001 John Wiley & Sons, Inc. J Polym Sci Part A: Polym Chem 39: 3211–3217, 2001     

Tetraphenylporphyrins monosubstituted with glycerol derivative units in the phenyl rings. Synthesis and characterization

Summary The synthesis and spectroscopic characterization of a series ofmeso-tetraphenyl substituted porphyrins appended with glycerol, diacetylglycerol, or isopropylideneglycerol units inortho,meta, orpara position of the phenylene ring is described.

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Synthese und Charakterisierung von an den Phenylresten mit Glycerinderivaten monosubstituierten Tetraphenylporphyrinen

Zusammenfassung Synthese und spektroskopische Charakterisierung einer Reihe von an den Phenylringen inortho-,meta- oderpara-Position mit Glycerin, Diacetylglycerin oder Isopropylidenglycerin substituiertenmeso-tetraphenylsubstituierten Porphyrinen wird beschrieben.

     

Synthesis and properties of cellulose nanocrystal conjugates with reactive dyes

Cellulose - In this work, we have developed methods of synthesis of cellulose nanocrystal (CNC) conjugates with chlorotriazine reactive dyes (RDs)—reactive violet, reactive-bright red and...     

含磺酰胺基和羧苯基的异方酰胺的合成

以3-[邻(或对)羧苯胺基]-4-羟基-3-环丁烯二酮(1a, 1b)为底物,与一些磺胺反应, 成功地制得了14个新的不对称取代的异方酰胺。3a～3f和4a～4f结构上的共同特点是, 有药物作用的磺酰胺和邻(或对)氨基苯甲酸的结构单元, 通过方酸四碳环的桥接作用而共存于同一分子之中。     

Synthesis of meso-mono-phenylporphyrins with active groups in the benzene rings

The mono-meso-allyloxy- and acrylamidophenylporphyrins were synthesized from the corresponding hydroxy- and aminophenylporphyrins. All the compounds were characterized by IR, UV-Vis, 1H NMR and mass spectra.     

Synthesis of organosiloxanes with reactive groups at silicon atoms

The heterofunctional condensation of (dihydroxy)organodisiloxanes and -trisiloxanes with vinyl(hydro)organodichlorosilanes was studied with the purpose of preparing a,ω-dichloroorganosiloxanes with reactive Si-H and Si-CH=CH₂ groups. During the isolation, 1,9-dichloro-1,9-dihydropentamethyloctasiloxane disproportionates with the elimination of (dichloro)methylsilane to form heptamethylcyclotetrasiloxane. A series of cyclotetra-, cyclohexa-, and cyclooctasiloxanes with Si-H and Si-CH=CH₂ groups was obtained by the condensation of a,ω-dihydroxyorganosiloxanes with a,ω-(dichloro)divinyl(dihydro)organosiloxanes.     

SERRS dyes. Part 3. Synthesis of reactive benzotriazole azo dyes for surface enhanced resonance Raman scattering

A series of eleven specially designed benzotriazole monoazo dyes for use in surface enhanced resonance Raman scattering studies are reported. Unlike previous benzotriazole dyes produced for SERRS, these dyes have been synthesised to be trifunctional in nature. The presence of the benzotriazole moiety provides surface complexing properties, the azo linkage provides the colour and hence extra sensitivity and the nucleophilic amine group enables further functionalisation.     

Porphyrins with exocyclic rings. Part 23: Synthesis of porphyrins with large exocyclic rings—cyclohexadeca[b]pyrroles and porphyrins therefrom

Knorr-type condensation of cyclododecanone, cyclopentadecanone, and cyclohexadecanone with phenylhydrazones derived from acetoacetate esters in the presence of zinc dust at elevated temperatures gave the corresponding large ring cycloalka[b]pyrroles in excellent yields. A cyclohexadeca[b]pyrrole was reacted with lead tetraacetate to give an acetate derivative, and this condensed with α-unsubstituted pyrroles in the presence of p-toluenesulfonic acid in acetic acid to give a series of related dipyrrolic structures. Hydrogenolysis of the benzyl ester protective groups, followed by ‘2+2’ condensations with dipyrrylmethane dialdehydes, gave unusual cycloalkanoporphyrins with 16-membered exocyclic rings. When an alkyl group is situated next to the carbocyclic ring, proton NMR spectroscopy indicates that the conformational mobility of the carbocyclic unit is severely restricted.