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1.
Dialkyl [(3,5-di-tert-butyl-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]phosphonates reacted with phenol and benzenediols in the presence of trifluoromethanesulfonic acid to give products of electrophilic substitution in the benzene ring, the corresponding diarylmethylphosphonates or [phenylenebis(arylmethylene)]- diphosphonates. The reaction of diphenyl [(3,5-di-tert-butyl-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]phosphonate with 2-methylbenzene-1,3-diol at a ratio of 1: 1 afforded 3-(3,5-di-tert-butyl-4-hydroxyphenyl)-6-hydroxy-7-methyl-2-phenoxy-2,3-dihydro-1,2λ5-benzoxaphosphol-6-one. 相似文献
2.
R. R. Starodubtseva E. M. Gibadullina N. B. Pazilova V. V. Syakaev M. A. Pudovik A. R. Burilov 《Russian Journal of General Chemistry》2017,87(9):1908-1912
Reactions of dialkyl [(3,5-di-tert-butyl-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]phosphonates with butyl, benzyl and propargyl alcohols in the presence of catalytic amounts of trifluoromethanesulfonic acid resulted in the formation of nucleophilic 1,6-addition products. Azide-alkyne cycloaddition reaction of dimethyl (3,5-di-tert-butyl-4-hydroxyphenyl)(prop-2-ynyloxy)methylphosphonate with benzyl azide and 1,3-bis-(2-azidoethoxy)benzene in the presence of copper sulfate and sodium ascorbate afforded 1,2,3-triazoles with sterically hindered phenol fragments. 相似文献
3.
Yu. N. Oludina S. V. Bukharov A. R. Burilov R. G. Tagasheva V. V. Syakaev R. Z. Musin E. F. Akhmetova G. N. Nugumanova 《Russian Chemical Bulletin》2014,63(1):115-117
Addition of isatin to the exocyclic double bond of dimethyl (3,5-di-tert-butyl-4-oxocyclohexa-2,5-dienylidene)methylphosphonate gave dimethyl (3,5-di-tert-butyl-4-hydroxyphenyl)(2,3-dioxo-2,3-dihydro-1H-indol-1-yl)methylphosphonate. Its subsequent functionalization in reactions with thiosemicarbazide and 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionohydrazide yielded isatin derivatives containing several pharmacophoric fragments. 相似文献
4.
L. Yu. Ukhin K. Yu. Suponitsky E. N. Shepelenko L. V. Belousova D. V. Alekseenko G. S. Borodkin L. N. Etmetchenko 《Russian Chemical Bulletin》2016,65(3):727-730
Heating of an equimolar mixture of 3,5-di-tert-butyl-1,2-benzoquinone with thiosalicylic acid led to 2-[(4,6-di-tert-butyl-2,3-dihydroxyphenyl)thio]benzoic acid. In the case of β-mercaptopropionic acid, 2-[(4,6-di-tert-butyl-2,3-dihydroxyphenyl)thio]propionic acid was formed, which upon reflux in Ac2O was converted to 6,8-di-tert-butyl-9-hydroxy-3,4-dihydro-2H-1,5benzoxathiepin-2-one. 相似文献
5.
In the formylation reaction of 2,4-dialkylphenol (2,4-di-tert-butylphenol, 2-tert-butyl-4-methylphenol and 2,4-dimethylphenol) in the presence of hexamethylenetetramine, steric effects of alkyl groups play important roles in forming different types of by-products, namely 2,4-di-tert-butyl-6-[(6,8-di-tert-butyl-2H-1,3-benzoxazin-3(4H)-yl)methyl]phenol (1), 2-tert-butyl-4-methyl-6-[(6-tert-butyl-8-methyl-2H-1,3-benzoxazin-3(4H)-yl)methyl]phenol (2) and tris(2-hydroxy-3,5-dimethylbenzyl)amine hydrochlorate (3). These three compounds are fully characterized and single-crystal structures of 1 and 3 are further elucidated. 相似文献
6.
Vladimir CherkasovNikolay Druzhkov Tatiana KocherovaGeorgii Fukin Andrey Shavyrin 《Tetrahedron》2011,67(1):80-84
The interaction of 3,5-di-tert-butyl-o-benzoquinone with secondary amines has been studied. The synthetic procedure was developed in order to synthesize a series of new N,N-disubstituted o-aminophenols. The interaction of 3,5-di-tert-butyl-o-benzoquinone with dimethylamine leads to 2-(N,N-dimethylamino)-4,6-di-tert-butyl-phenol, which is oxidized in the reaction medium by the parent 3,5-di-tert-butyl-o-benzoquinone forming spirocompound 4,5′,6,7′-tetra-tert-butyl-3′-methyl-3′H-spiro[1,3-benzodioxol-2,2′-[1,3]benzoxazole]. 相似文献
7.
G. N. Nugumanova T. A. Barsukova S. V. Bukharov D. B. Krivolapov I. A. Litvinov V. V. Syakaev N. A. Mukmeneva A. R. Burilov 《Russian Journal of General Chemistry》2010,80(7):1341-1344
3-[2-(3,5-Di-tert-butyl-4-hydroxyphenylsulfanyl)acetoxy]2,2-bis[2-(3,5-di-tert-butyl-4-hydroxyphenylsulfanyl) acetoxymethyl]propyl 3,5-di-tert-butyl-4-hydroxyphenylsulfanylacetate was synthesized. Its structure was determined by means of 1H and 13C NMR spectroscopy and X-ray-diffraction analysis. This compound was found to possess high antioxidant activity in the conditions
of auto-oxidation of low-pressure polyethylene. 相似文献
8.
Angelina N. Kravchenko Sergei V. Vasilevskii Galina A. Gazieva Vladimir V. Baranov Valery A. Barachevsky Olga I. Kobeleva Olga V. Venidiktova Valentina A. Karnoukhova 《Tetrahedron》2018,74(19):2359-2368
For the first time 5,7-di-tert-butyl-1,3-dimethyl-3a,9a-diphenyl-3,3a-dihydro-1H-benzo[5,6][1,4]dioxino[2,3-d]imidazol-2(9aH)-one 13 and complex 9 of 4,6-di-tert-butyl-3-nitrobenzene-1,2-diol with 1,3-dimethyl-4,5-diphenyl-1H-imidazol-2(3H)-one 10a were prepared by the reactions of 3-alkylthio-5,7-dimethyl-4a,7a-diphenyl-4a,5,7,7a-tetrahydro-1H-imidazo[4,5-e]-1,2,4-triazin-6(4H)-ones with 3,5-di-tert-butyl-1,2-benzoquinone 1 and 4,6-di-tert-butyl-3-nitro-1,2-benzoquinone 2, respectively. Photochemical transformations of compounds 9 and 10a as well as products of its photooxygenation involving singlet oxygen under UV irradiation: urea 16, isomeric 1,3-dimethyl-4,5-diphenylimidazolidin-2-ones 17 and 17′, and compound 18 were studied by the spectral-kinetic method. Data on the absorption and fluorescence properties of synthesized compounds and their photoproducts were obtained. 相似文献
9.
Hassan Keypour Maryam Shayesteh Sadegh Salehzadeh Laura Valencia 《Journal of organometallic chemistry》2008,693(19):3179-3187
Two new potentially hexadentate N2O4 Schiff base ligands 2-((z)-(2-(2-(2-((z)-3,5-di-tert-butyl-2-hydroxybenzylideneamino) phenoxy) phenoxy) phenylimino) methyl)-4,6-di-tert-butylphenol [H2L1] and 2-((z)-(2-(2-(2-((z)-3,5-di-tert-butyl-2-hydroxybenzylideneamino) phenoxy)-5-tert-butylphenoxy) phenylimino) methyl)-4,6-di-tert-butylphenol [H2L2] were prepared from the reaction of 3,5-di-tert-butyl-2-hydroxy benzaldehyde with 1,2-bis(2′-aminophenoxy)benzene or 1,2-bis(2′-aminophenoxy)-4-t-butylbenzene, respectively. From the direct reaction of ligands [H2L1] and [H2L2] with copper(II) and cobalt(II) salts in methanolic solution and in the presence of N(Et)3 the neutral [CuL1], [CuL2], [CoL1] and [CoL2] complexes were prepared. All complexes were characterized by IR spectra, elemental analysis, magnetic susceptibility, mass spectra, molar conductance (Λm), UV-Vis spectra and in the case of [CuL2] with X-ray diffraction. X-ray crystal structure of [CuL2] showed that the complex contains copper(II) in a distorted square planar environment of N2O2 donors. Three CH/π interactions were observed in the molecular structure of latter complex. 相似文献
10.
Gibadullina E. M. Thu Nguyen Thi Azmukhanova R. R. Burilov A. R. Pudovik M. A. Strelnik A. G. 《Russian Journal of Organic Chemistry》2017,53(3):465-467
Russian Journal of Organic Chemistry - Dialkyl [(3,5-di-tert-butyl-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]phosphonates reacted with 2,2′-[1,3-phenylenebis(oxy)]di(ethan-1-amine)... 相似文献
11.
N. M. Storozhok N. P. Medyanik A. P. Krysin S. A. Krekov V. E. Borisenko 《Russian Journal of Organic Chemistry》2013,49(7):1031-1034
Sterically hindered phenols, 3-tert-butyl-N-(3,5-di-tert-butyl-4-hydroxyphenyl)-5-ethyl-2-hydroxybenzamide and N-[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propyl]-2-hydroxybenzamide, were synthesized as potential antioxidants, and the formation of hydrogen bonds by their molecules was shown by UV and IR spectroscopy. 相似文献
12.
D. R. Stevenson J. E. Mulvaney 《Journal of polymer science. Part A, Polymer chemistry》1972,10(9):2713-2725
Aromatic polyesters of 3,5-di-tert-butyl-4-hydroxybenzoic acid and 3,5-diisopropyl-4-hydroxybenzoic acid were prepared. The polymers were found to be high-melting but largely insoluble in organic solvents. The polymer based on 3,5-di-tert-butyl-4-hydroxy-benzoic acid was not degraded to monomer by sulfuric acid. A number of new aromatic polyesters were also prepared. Several new monomers for aromatic polyesters were synthesized, including bis(2,5-di-tert-butyl-4-carbophenoxyphenyl)terephthalate, m- and p-phenylene bis(3,5-di-tert-butyl-4-hydroxybenzoate), bis(2,6-di-tert-butyl-4-chlorocarboxyphenyl)terephthalate, and m-phenylene bis(3,5-diisopropyl-4-hydroxybenzoate). An aromatic polyester prepared from bis(2,6-di-tert-butyl-4-chlorocarboxyphenyl) terephthalate and resorcinol had a ηinh (trichloroethylene) of 1.05 (0.5%, 30°C) and a possible melting point of 330°C (DSC). Tough, creasable films could be cast from trichloroethylene solution of this polymer. Attempts to observe or to trap the keto-ketene that might result when 3,5-di-tert-butyl-4-hydroxybenzoyl chloride is treated with base were unsuccessful. 相似文献
13.
Ismagilov R. K. Moskva V. V. Mosunova L. Yu. Romakhin A. S. 《Russian Journal of General Chemistry》2001,71(10):1547-1549
3,3',5,5'-Tetra-tert-butylstilbene quinone and 1,2-bis(3,5-di-tert-butyl-4-hydroxyphenyl)-1,2-bis-(diethoxyphosphinoyl)-ethane were isolated from a mixture of products of the reaction of equivalent amounts of diethyl hydrogen phosphite and 3,5-di-tert-butyl-4-hydroxybenzaldehyde. A scheme of chemical transformations in this reaction system was offered. 相似文献
14.
The rearrangement of 1-(3,5-di-tert-butyl-4-hydroxyphenyl)methyl pyridinium salts under basic conditions is described. A method for the synthesis of (3,5-di-tert-butyl-4-hydroxyphenyl)methyl-(3-pyridylalkyl)-ethers is elaborated. 相似文献
15.
S. N. Podyachev T. A. Barsukova S. V. Bukharov V. V. Syakaev S. N. Sudakova G. N. Nugumanova A. I. Konovalov 《Russian Journal of Organic Chemistry》2012,48(10):1360-1365
1,3-Alternate and cone stereoisomers of tetrathiacalix[4]arene and 4-tert-butyltetrathiacalix[4]arene functionalized by carbohydrazide groups reacted with 3,5-di-tert-butyl-4-hydroxybenzaldehyde to give the corresponding hydrazones having sterically hindered phenol fragments. 相似文献
16.
A. P. Krysin A. M. Genaev L. M. Pokrovskii M. M. Shakirov 《Russian Journal of Organic Chemistry》2014,50(3):367-370
2,6-Di-tert-butyl-4-(2-hydroxyethyl)phenol undergoes oxidative self-coupling by the action of K3Fe(CN)6 in alkaline medium at room temperature to give 7,9-di-tert-butyl-4-(3,5-di-tert-butyl-4-hydroxyphenyl)-1-hydroxymethyl-2-oxaspiro[4.5]deca-6,9-dien-8-one. The composition of the reaction products has been determined, and the mechanism of their formation is discussed. 相似文献
17.
Andrey I. Poddel’sky Nikolay V. Somov Yury A. Kurskii Vladimir K. Cherkasov Gleb A. Abakumov 《Journal of organometallic chemistry》2008,693(21-22):3451-3455
The oxidative addition reaction of 4,6-di-tert-butyl-N-(2-hydroxy-3,5-di-tert-butyl-phenyl)-o-iminobenzoquinone (IBQ) to triphenylantimony(III) proceeds with the migration of hydroxyl-proton to a nitrogen atom to form tridentate O,N,O′-coordinated bis-(3,5-di-tert-butyl-phenolate-2-yl)-amine ligand. In accordance with 1H, 13C, DEPT NMR data, the new hexacoordinate complex [bis-(3,5-di-tert-butyl-phenolate-2-yl)-amine]triphenylantimony(V), [(AP-AP)H]SbPh3 (1) in solution has a Cs symmetry plane leading to the equivalence of two O,N-chelate o-aminophenolato moieties. The molecular structure of 1 · acetone was studied by a single-crystal X-ray. Compound 1 was found to be air-stable both in solid and in solution. Its oxidation by PbO2 leads to paramagnetic [4,6-di-tert-butyl-N-(3,5-di-tert-butyl-phenolate-2-yl)-o-iminobenzosemiquinolato]triphenylantimony(V), [(AP-ISQ)]SbPh3 (2). 相似文献
18.
A. I. Tolmachev V. V. Kurdyukov Yu. G. Vlasenko A. N. Chernega 《Russian Journal of General Chemistry》2013,83(11):2088-2094
Two new dyes have been prepared, 3,4-bis[(2,6-di-tert-butyl-4H-pyran-4-ylidene)methyl]-cyclobut-3-ene-1,2-dione and -1,2-dithione. Their molecular and crystal structures have been studied by X-ray diffraction, and their spectral properties have been characterized. The heterocyclic fragments in the dyes molecules are in the trans-position with respect to the bonds connecting chromophore CH group with the 4-membered ring. Substitution of the carbonyl oxygen to sulfur leads to change in the crystal packing. 相似文献
19.
E. N. Cherezova F. B. Balabanova D. P. Shalyminova S. Sh. Saigitbatalova A. G. Liakumovich 《Russian Journal of Applied Chemistry》2014,87(1):42-47
A phenolic antioxidant was synthesized by the reaction of N,N-dimethyl(3,5-di-tert-butyl-4-hydroxybenzyl) amine with cyclohexanone. The infl uence of temperature, reactant ratio, pressure, and time on the yield of the product, 2,6-bis(3,5-di-tert-butyl-4-hydroxybenzyl)cyclohexanone, was examined. The antioxidant obtained, taken both separately and in synergistic mixtures with alkylphenol and phosphites, showed high performance in inhibition of the thermal aging of ethylene-propylene rubber. 相似文献
20.
Karin Eggers Frank W. Heinemann Matthias Hennemann Timothy Clark Paul Binger Ulrich Zenneck 《Comptes Rendus Chimie》2010,13(8-9):1203-1212
2,4,6-Tri-tert-butyl-1,3,5-triphosphinine (7) was combined with 1,5-COD or 2,4-di-tert-butyl-1,3-diphosphete to form iron π-complexes. The ligands of highly reactive [(2,4-di-tert-butyl-1,3-diphosphete)(2,4,6-tri-tert-butyl-1,3,5-triphosphinine)Fe] (8) are formed by cyclooligomerization of tert-butylphosphaalkyne (3) under the influence of the iron atom. 8 rearranges spontaneously to yield penta-tert-butyl-pentaphosphaferrocene (9) as the isolable product. An intramolecular electron transfer product [(1,5-COD)(η6-1,3,5-triphosphacyclohexa-2,5-dine-1,4-diyl)Fe(2+)] (12) is obtained with 1,5-COD. Addition of [(CO)5Cr(THF)] initiates an interligand hydrogen transfer to form [(η5-trihydropentalenyl)Fe(μ,1-3-η-4,5,6-trihydro-1,3,5-triphosphinine)Cr(CO)5] (13) Extensive DFT calculations of isolated and reactive species, and several possible intermediates agree with the experimental observations and revealed for the first time a possible reaction sequence, which allows a low-activated exchange of ring elements between the ligands of sandwich complex 8 to form 9. The process is based on the specific combination of the metal and its heterocyclic π-ligands. Both, singlet and triplet spin states play an important role in the process. 相似文献