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1.
Andrey I. Poddel’sky Vladimir K. Cherkasov Michail P. Bubnov Ludmila G. Abakumova Gleb A. Abakumov 《Journal of organometallic chemistry》2005,690(1):145-150
New square-planar (Ph3P)NiII(o-Tol)(ISQ-Pri) (1), (Ph3P)NiII(o-Tol)(ISQ-Me) (2), (Ph3P)NiII(o-Tol)(ISQ-But) (3) nickel complexes (where ISQ-Pri = 4,6-di-tert-butyl-N-(2,6-di-iso-propylphenyl)-o-iminobenzosemiquinonate, ISQ-Me = 4,6-di-tert-butyl-N-(2,6-di-methylphenyl)-o-iminobenzosemiquinonate, ISQ-But = 4,6-di-tert-butyl-N-(2,5-di-tert-butylphenyl)-o-iminobenzosemiquinonate, o-Tol = o-tolyl ligand) have been synthesized. Complexes contain σ-bound o-tolyl and neutral donor ligand Ph3P. The sterical hindrances of N-aryl in o-iminobenzosemiquinonate ligands lead to the tetrahedral distortion of square-planar configurations of complexes as it was established using EPR spectroscopy. 相似文献
2.
Vladimir K. Cherkasov Georgy K. Fukin Yury A. Kurskii Ludmila G. Abakumova Gleb A. Abakumov 《Journal of organometallic chemistry》2005,690(5):1273-1281
New catecholate Sb(V) complexes triphenyl(3,6-di-tert-butylcatecholato)antimony(V) Ph3Sb(3,6-DBCat) (1) and triphenyl(perchloroxanthrenecatecholato)antimony(V) Ph3Sb(OXCatCl) (2) were synthesized by the oxidative addition reaction of corresponding o-quinones (3,6-di-tert-butyl-o-benzoquinone and perchloroxanthrenequinone-2,3) with triphenylantimony. Catecholates 1 and 2 can alternatively be synthesized by reacting the appropriate thallium catecholate with triphenylantimony dichloride. The oxidative addition reaction of an equimolar ratio of 4,4′-di-(3-methyl-6-tert-butyl-o-benzoquinone) and triphenylantimony yielded 4-(2-methyl-5-tert-butyl-cyclohexadien-1,5-dion-3,4-yl)-(3-methyl-6-tert-butyl-catecholato)triphenylantimony(V) Ph3Sb(Cat-Q) (3); in the case of a 1:2 molar ratio, complex 4,4′-di-[(3-methyl-6-tert-butyl-catecholato)triphenylantimony(V)] Ph3Sb(Cat-Cat)SbPh3 (4) resulted. Complexes 1-4 were characterized by IR- and 1H NMR spectroscopy. Molecular structures of 1, 2 and 4 were determined by X-ray crystallography to be a distorted tetragonal-pyramidal. 相似文献
3.
A. V. Piskunov A. V. Lado G. A. Abakumov V. K. Cherkasov O. V. Kuznetsova G. K. Fukin E. V. Baranov 《Russian Chemical Bulletin》2007,56(1):97-103
Oxidation of amalgamated magnesium metal with 3,6-di-tert-butyl-o-benzoquinone (1) in different aprotic organic solvents afforded magnesium catecholate and bis-o-semiquinolate complexes. The catecholate derivatives of magnesium CatMgL2 (Cat is the 3,6-di-tert-butyl-o-benzoquinone dianion, L = THF or Py) were synthesized in high yields in pyridine and tetrahydrofuran, respectively. The reactions
in diethyl ether or dimethoxyethane produced hexacoordinated metal bis-o-semiquinolates SQ2MgLn (SQ is the 3,6-di-tert-butyl-o-benzoquinone radical anion, L = Et2O, n = 2; L = DME, n = 1). The reaction with the use of toluene as the solvent gave a magnesium bis-o-semiquinolate complex containing the coordinated unreduced o-quinone molecule. The molecular structures of the [CatMgPy2]2 and SQ2Mg·DME complexes were established by X-ray diffraction.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 92–98, January, 2007. 相似文献
4.
Bernd Schetter 《Journal of organometallic chemistry》2004,689(9):1472-1480
N,N′-dicyclohexyl-N-ferrocenoylurea 2, N,N′-diisopropyl-N-ferrocenoylurea 3, N,N′-di-p-tolyl-N-ferrocenoylurea 4 and N,N′-di-tert-butyl-N-ferrocenoylurea 5 were obtained by reaction of ferrocenecarboxylic acid 1 with N,N′-dicyclohexylcarbodiimide (DCC), N,N′-diisopropylcarbodiimide (DIC), N,N′-di-p-tolylcarbodiimide 10 and N,N′-di-tert-butylcarbodiimide 11, respectively. Both N-tert-butyl-N′-ethyl-N-ferrocenoylurea 6 and N′-tert-butyl-N-ethyl-N-ferrocenoylurea 7 were obtained by reaction of 1 with N-tert-butyl-N′-ethylcarbodiimide 12. In all cases a small amount of ferrocenecarboxylic anhydride 8 was formed as a by-product. All compounds were characterized by 1H NMR, 13C NMR, IR and MS. Single crystal X-ray structural analyses were made of 2, 3 and 4. From the consistent results, the reaction products of 1 with carbodiimides appear different from those proposed by some earlier workers. With N-(3-dimethylaminopropyl)-N′-ethylcarbodiimidehydrochloride 9 ferrocenoylurea was not isolated, but the main product was rather 8. The suitability of 8 as acylation reagent was applied by using 9 to obtain N-(3-triethoxysilyl)-propylferrocenecarboxamide in a one-pot reaction from 1 and 3-(triethoxysilyl)-propylamine. 相似文献
5.
M.P. Shurygina Yu.A. Kurskii N.O. Druzhkov S.A. Chesnokov L.G. Abakumova G.K. Fukin G.A. Abakumov 《Tetrahedron》2008,64(41):9784-9788
It was established that photodecarbonylation of o-benzoquinones occurs by irradiation not only by UV-light, but visible light (λ>520 nm) too. Study of the series of 4,5-di-substituted 3,6-di-tert-butyl-o-benzoquinones detected that the only product of photoreaction is the corresponding 3,4-di-substituted 2,5-di-tert-butyl-cyclopentadienone, which is formed in a yield close to quantitative. NMR monitoring of reaction of photodecarbonylation of o-benzoquinones detected that this is a two-stage process. In the first stage the photoexcited molecule of quinone rearranges into bicyclo compound (bicyclo[1.3.0]hexa-3-en-2,6-dione) containing five- and three- membered cycles, which spontaneously decomposes during the following dark stage into cyclopentadienone and a molecule of CO. 相似文献
6.
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
7.
L. P. Stepovik M. V. Gulenova A. S. Shavyrin G. K. Fukin 《Russian Journal of General Chemistry》2006,76(8):1275-1281
Systems consisting of metal (Al, Ti, Zr) tert-butylate and tert-butyl hydroperoxide oxidize 3,6-di-tert-butyl-o-benzoquinone under mild conditions (room temperature, benzene). With (t-BuO)3Al and (t-BuO)4Zr, the major reaction products are 5-hydroxy-3,6-di-tert-butyl-2,3-epoxy-p-benzoquinone, and with (t-BuO)4Ti, 2-hydroxy-3,6-di-tert-butyl-p-benzoquinone. Under the conditions of this reaction, 3,6-di-tert-butylpyrocatechol initially transforms into 3,6-di-tert-butyl-o-benzoquinone. The reactions involve metalcontaining peroxides. 相似文献
8.
V. N. Glushakova N. A. Skorodumova A. V. Mitin V. I. Nevodchikov L. G. Abakumova A. V. Lobanov 《Russian Chemical Bulletin》1994,43(2):306-308
Thermodecomposition of 3,5- and 3,6-di-tert-butyl-o-benzoquinone complexes of Cu, Fe, Co, Cr, Mo, and W has been investigated in the solid phase by the thermogravimetric method. The relative stability of a series of complexes has been determined from the temperatures at which their decomposition begins. Detachment of a neutral electron-donor ligand takes place in the first stage. Detachment of ano-quinone ligand and decomposition of theo-benzoquinone formed occur in the next stage. Thermodecomposition of Fe, Co, Cr, Mo, and W complexes gives oxides or carbides, while copper complexes decompose to pure metal.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 327–329, February, 1994. 相似文献
9.
V. B. Vol’eva I. S. Belostotskaya N. L. Komissarova Z. A. Starikova L. N. Kurkovskaya 《Russian Journal of Organic Chemistry》2006,42(2):227-229
The photolysis of 3,6-and 3,5-di-tert-butyl-o-benzoquinones in benzene (λ > 380 nm, inert atmosphere) involves decarbonylation of the compounds to furnish respectively 2,5-and 2,4-di-tert-butylcyclopentadienones. The 2,5-isomer is stable, and the 2,4-di-tert-butylcyclopentadienone suffers a conversion into a Diels-Alder adduct. The participation of oxygen inhibited the decarbonylation and changed the direction of the photolysis: Here the products of the 3,5-di-tert-butyl-o-benzoquinones conversion were a di-tert-butylmuconic anhydride and dipivalylethylene. It was concluded that a singlet oxygen was involved in the process which formed by a triplet-triplet annihilation at the interaction of 3O2 with a triplet-excited initial quinone. 相似文献
10.
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
11.
G. A. Abakumov V. I. Nevodchikov N. V. Zaitova N. O. Druzhkov L. G. Abakumova Yu. A. Kurskii V. K. Cherkasov 《Russian Chemical Bulletin》1997,46(12):2093-2095
The reaction of 3,6-di-tert-butyl-o-benzoquinone with dimedone in the presence of a catalytic amount of Et3N occurs as repeated 1,4-nucleophilic addition-oxidation and isomerization of a tricyclic quinone into quinomethane. The intermediate
products were isolated and characterized. Semiquinone complexes of quinones were studied by ESR in solution.
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 12, pp. 2206–2209, December, 1997. 相似文献
12.
Acid-promoted condensation of 4-tert-butyl-2-hydroxylaminoanisole with p-tert-butylphenol resulted in the formation of 5,5′-di-tert-butyl-2,2′-dihydroxydiphenylamine upon demethylation with BBr3. Protection of the acidic phenol unit was required to isolate the acid labile N-arylhydroxylamine intermediate. 相似文献
13.
Noor-ul H. Khan S. Saravanan Rukhsana I. Kureshy Sayed H.R. Abdi Arghya Sadhukhan Hari C. Bajaj 《Journal of organometallic chemistry》2010,695(8):1133-6983
Chiral dimeric vanadium (V) salen complex (10 mol%) derived from 5,5-Methylene di-[(S,S)-{N-(3-tert-butyl salicylidine)-N′-(3′,5′-di-tert-butyl salicylidene)]-1,2-cyclohexanediamine] with vanadyl suphate followed by auto oxidation was used as efficient catalyst for enantioselective Strecker reaction of N-benzylimines with TMSCN at −30 °C. Excellent yield (92%) of α-aminonitrile and high chiral induction was achieved (ee up to 94%) in case of 2-methoxy substituted N-benzylimines in 10 h. The catalytic system worked well up to four cycles with retention of enantioselectivity. 相似文献
14.
V. B. Vol'eva T. I. Prokofeva A. I. Prokofev I. S. Belostotskaya N. L. Komissarova V. V. Ershov 《Russian Chemical Bulletin》1995,44(9):1720-1724
The interaction of 3,6-di-tert-butyl-ortho-benzoquinone (1) and 3,5-di-tert-butyl-ortho-benzoquinone (2) with NH3 in water—alcohol medium and with (NH4)2CO3 in a solid phase has been studied. Redox processes with participation of a nucleophile of the medium take place for1, while2 reacts with NH3 at the carbonyl group with transformation of the quinone imide. The mechanism of redox transformation of1 has been proposed.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 1789–1793, September, 1995.This work was carried out with financial support from the Russian Foundation for Basic Research (Project No. 94-03-08653). 相似文献
15.
G. A. Abakumov V. K. Cherkasov A. V. Piskunov A. V. Lado G. K. Fukin L. G. Abakumova 《Russian Chemical Bulletin》2006,55(7):1146-1154
Lead(II) catecholate complexes were prepared by reduction of 3,6-di-tert-butyl-o-benzoquinone and its derivatives with lead metal in THF. The molecular structure of the (CatPb)4·(PbO)2·6C3H6O complex (Cat is the dianion of 3,6-di-tert-butylcatechol), which was synthesized by hydrolysis of lead 3,6-di-tert-butylcatecholate in acetone, was established by X-ray diffraction. A series of lead(II) o-semiquinone complexes, which were prepared by the addition of the phenoxyl radical to lead catecholates or by oxidation of
the latter with mercury(II), copper(II), or silver(I) halides, were studied by the ESR method. Lead(II) mono-o-semiquinolate complexes undergo symmetrization to form stable bis-o-semiquinolates, which were isolated and characterized in individual state.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1103–1111, July, 2006. 相似文献
16.
Ka Young Lee 《Tetrahedron letters》2004,45(28):5485-5488
N,N,N′,N′-Tetramethyl-1,3-propanediamine (TMPDA) can be used as an efficient catalyst for the Baylis-Hillman reaction of cycloalkenones. The increased reaction rate was thought be derived from the stabilizing effect of the zwitterionic intermediate via the ion-dipole interaction. 相似文献
17.
Vinod Kumar 《Tetrahedron letters》2006,47(9):1457-1460
Treatment of aldoximes with N-tert-butyl-N-chlorocyanamide gave hydroximoyl chlorides in quantitative yields in less than a minute, which on dehydrohalogenation in the presence of triethylamine gave the corresponding nitrile oxides. The nitrile oxides underwent 1,3-dipolar addition to dipolarophiles and gave 2-isoxazolines in excellent yields under mild conditions. 相似文献
18.
A. V. Safronova L. N. Bochkarev N. O. Druzhkov Yu. A. Kurskii E. V. Baranov G. A. Abakumov 《Russian Journal of General Chemistry》2012,82(2):294-299
A norbornene-containing ortho-quinone, 5-{5-(bicyclo[2.2.1]hept-2-enyl)hydroxymethyl)-3,6-ditert-butyl-o-benzoquinone, was synthesized by the nucleophilic addition of 5-(hydroxymethyl)bicyclo[2.2.1] hept-2-ene to 3,6-di-tert-butyl-o-benzoquinone. The structure of the compound was established by the X-ray analysis. The monomer obtained undergoes metathesis
polymerization in the presence of Grubbs catalyst of the third generation with the formation of polynorbornene containing
quinone fragments in the side chains. 相似文献
19.
A. V. Piskunov O. Yu. Trofimova S. Yu. Ketkov G. K. Fukin V. K. Cherkasov G. A. Abakumov 《Russian Chemical Bulletin》2011,60(12):2522-2530
The Group II metal (Mg, Ca, Sr, Ba, Zn, Cd) complexes based on the paramagnetic N-(2-oxy-3,5-di-tert-butylphenyl)-4,6-di-tert-butyl-o-iminobenzoquinone ligand were generated in solutions and studied by ESR spectroscopy. The magnesium, zinc, and cadmium complexes with trialkylphosphine ligands were prepared. Their molecular structures and electron density distribution were studied by ESR spectroscopy and DFT calculations. 相似文献
20.
A. I. Aleksandrov A. I. Prokof'ev I. Yu. Metlenkova N. N. Bubnov G. D. Perekhodtsev D. S. Tipikin S. D. Chemerisov Ya. S. Lebedev 《Russian Chemical Bulletin》1996,45(4):819-823
The pulse action of elastic waves on polycrystalline mixtures of 3,6-di-tert-butylcatechol and 3,6-di-tert-butyl-o-benzoquinone produces radical pairs stable at room temperature, and the addition of polycrystalline sulfur considerably increases their yield. The dependences of formation and decay rates of paramagnetic centers on the composition of the mixture were studied. The threshold character of formation of paramagnetic centers at various powers of elastic wave pulse was established.Translated fromIzvestiya Akademii Nauk. Seriva Khimicheskaya, No. 4, pp. 864–868, April, 1996. 相似文献