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1.
Tropylium, xanthylium, and tritylium salts characterized by different stabilities differently reacted with biologically active amines. The reactions of tropylium perchlorate and tetrafluoroborate with 4-(cyclohepta-2,4,6-trien-1-yl)aniline was accompanied by hydrolysis of the N-(cyclohepta-2,4,6-trien-1-yl) derivative, the N-xanthenyl derivative underwent dehydrogenation, whereas tritylium perchlorate failed to react with 4-(cyclohepta-2,4,6-trien-1-yl)aniline. The reactions of pyrimidin-2-amine with tropylium, xanthylium, and tritylium salts afforded products of substitution of one hydrogen atom in the amino group with high yields. The N-substituted pyrimidin-2-amine derivatives were stable, and neither their dehydrogenation nor hydrolysis was observed. 相似文献
2.
Thermal decomposition of 2,4,6-trimethylphenyl and (+)-2′-methoxy-1,1′-binaphthalen-2-yl (4-methylphenylsulfonyl)azidimidocarbonates
in the presence of norbornene, methyl acrylate, and camphene was studied. (+)-2′-Methoxy-1,1′-binaphthalen-2-yl (4-methylphenylsulfonyl)azidimidocarbonate
reacted with norbornene to give (+)-exo-2′-methoxy-1,1′-binaphthalen-2-yl N-(4-methylphenylsulfonyl)-3-azatricyclo-[3.2.1.02,4]octane-3-carboximidoate, while in the reaction with methyl acrylate a mixture of stereoisomeric methyl 1-[(2′-methoxy-1,1′-binaphthalen-2-yloxy)(4-methylphenylsulfonylimino)methyl]aziridine-2-carboxylates
was obtained. The reaction of 2,4,6-trimethylphenyl (4-methylphenylsulfonyl)azidimidocarbonate with (−)-camphene involved
insertion of intermediate nitrene into the exocyclic double bond with formation of 2,4,6-trimethylphenyl N-(3,3-dimethylbicyclo[2.2.1]heptan-2-ylidenemethyl)-N′-(4-methylphenylsulfonyl)-imidocarbamate as a 3: 1 mixture of E,E and E,Z diastereoisomers in good yield.
Published in Russian in Zhurnal Organicheskoi Khimii, 2008, Vol. 44, No. 10, pp. 1495–1500.
The text was submitted by the authors in English. 相似文献
3.
Reactions of 6,6-dimethylfulvene with methyl diazoacetate in the presence of Cu compounds is accompanied by methoxycarbonylmethylenation
of the endocyclic double bonds to give the corresponding mono- and diadducts in total yields of up to 85% with marked predominance
ofanti-isomers. The subsequent cyclopropanation of monoadducts with diazomethane in the presence of Pd compounds also involves the
endocyclic double bond and gives esters of tricyclo[4.1.0.0.2,4]heptanecarboxylic acid in high yields.
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 528–531, March, 1997. 相似文献
4.
G. S. Borodkin A. A. Kolodina E. A. Gusakov I. G. Borodkina P. B. Chepurnoi S. B. Zaichenko Yu. A. Sayapin V. I. Minkin 《Russian Journal of Organic Chemistry》2016,52(7):1007-1011
The reaction of 2-methylquinoline with 3,5-di-tert-butyl-1,2-benzoquinone afforded a mixture of 5,7-di-tert-butyl-3-hydroxy-2-(quinolin-2-yl)cyclohepta-2,4,6-trien-1-one and previously unknown 10-tert-butylindolo[1,2-a]quinoline-8,11-dione. The structure of the latter was determined by two-dimensional heteronuclear correlation NMR spectroscopy. 相似文献
5.
Yunnikova L. P. Likhareva Yu. E. Akent’eva T. A. 《Russian Journal of General Chemistry》2017,87(2):347-349
Russian Journal of General Chemistry - Electrophilic tropylation of 2-aminopyridine afforded N-(cyclohepta-2,4,6-trien-1-yl)pyridin-2-amine. The product was tested for antibacterial activity... 相似文献
6.
《Journal of organometallic chemistry》1986,312(2):221-240
UV irradiation of hexacarbonyl-μ-η6:6-1,1′-bi(2,4,6-cycloheptatrien-1-yl)dichromium(O) (I) in THF in the presence of 1,3-butadiene (A), E-1,3-pentadiene (B) and EE-2,4-hexadiene (C) causes preferentially a twofold [4 + 6]-cycloaddition and formation of the hexacarbonyl-μ-2–5 : 8.9-η-2′–5′ : 8′,9′-η-11,11′-bi(bicyclo-[4.4.1]undeca-2,4,8-trien-11-yl)dichromium(O) complexes (IVA–IVC). Partial decomplexation after the first [4 + 6]-cycloaddition yields isomeric tricarbonyl-2–5:8,9-η- (IIA–IIC) and tricarbonyl-2′–7′-η-{11-(2′,4′,6′-cycloheptatrien-1′-yl)bicyclo[4.4.1]undeca-2,4,8-triene}chromium(O) complexes (IIIA–IIIC). With 2,3-dimethyl-1,3-butadiene (D) mainly dicarbonyl-2–6 : 2′–4′-η-{1-(2′,3′-dimethyl-3′-buten-1′,2′-diyl)-7-(8″,9″-dimethylbicyclo[4.4.1]undeca-2″, 4″,8″-trien-11″-yl)cyclohepta-3,5-dien-2-yl}chromium(O) (VD) besides small amounts of pentacarbonyl-μ-2–6 : 2′–4′-η-2″–7″-η-{1-(2′,3′-dimethyl-3′-buten-1′,2′-diyl)-7-(2″, 4″,6″-cycloheptatrien-1″-yl)cyclohepta-3,5-dien-2-yl}dichromium(O) (VID) and tricarbonyl-2′-7′-η-{11-(2′,4′,6′-cycloheptatrien-1′-yl)-8,9-dimethyl-bicyclo[4.4.1]undeca-2,4,8-triene}-chromium(O) (IIID) is obtained. VD adds readily CO to yield tricarbonyl-2–5 : 8,9-η-11,11′-bi(8,9-dimethyl-bicyclo[4.4.1]undeca-2,4,8-trien-11-yl)chromium(O) (VIID). Finally D adds to VID under formation of pentacarbonyl-μ-2–6 : 2′–4′-η-2″–5″ : 8″,9″-η-{1-(2′,3′-dimethyl-3′-buten-1′,2′-diyl)-7-(8″,9″-dimethyl-bicyclo[4.4.1]- undeca-2″,4″,8″-trien-11″-yl)cyclohepta-3,5-dien-2-yl}dichromium(O) (VIIID). From IVA–IVC the hydrocarbon ligands (IXA–IXC) can be liberated by P(OCH3)3 in good yields. The structures of the compounds IIA–IXC were determined by IR 相似文献
7.
A. V. Tkachuk S. V. Kurbatov O. N. Burov M. E. Kletskii Yu. P. Tavunova P. G. Morozov V. A. Voronina V. I. Minkin 《Russian Journal of Organic Chemistry》2013,49(9):1373-1378
Zwitterionic spirocyclic σ-complexes were synthesized by reaction of 7-chloro-4,6-dinitrobenzofurazan with 2-(benzylamino)cyclohepta-2,4,6-trien-1-one, 2-(benzylamino)cyclohepta-2,4,6-triene-1-thione, and N-benzyl-7-(benzylimino)cyclohepta-1,3,5-trien-1-amine. The structure, stereodynamics, and stability of the spirocycles were studied by NMR spectroscopy, X-ray analysis, and DFT quantum chemical calculations at the B3LYP/6-31G** level of theory. The contribution of heteroatoms to positive charge delocalization and the thermodynamic and kinetic stabilities of the spirocycles increase in the series aminotropone < aminothiotropone < aminotropone imine. 相似文献
8.
R. R. Gataullin T. V. Kazhanova L. T. Il'yasova A. A. Fatykhov L. V. Spirikhin I. B. Abdrakhmanov 《Russian Chemical Bulletin》1999,48(5):967-970
Intramolecular cyclization ofo-alkenylanilines was studied. Heating ofo-(cyclopent-2-en-1-yl) arylammonium chlorides at 200–220 °C yields cyclopenta[b]indolines as the main reaction products. Cyclization of 4-methyl-2-(pent-3-en-2-yl)aniline under the same conditions gave
a mixture of indolines and tetrahydroquinolines. An alk-1-enylarylamine containing a vinylic double bond does not form cyclization
products on the nitrogen atom.
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 5, pp. 975–978, May, 1999. 相似文献
9.
4-Methyl-4-tribromomethylcyclohexa-2,5-dien-1-one reacts with zinc dust in absolute DMF to give a mixture of 4-bromo-5-methylcyclohepta-2,4,6-trien-1-one,
4-methyl-cyclohepta-2,4,6-trien-1-one, and 4-dibromomethyl-4-methylcyclohexa-2,5-dien-1-one.
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 177–178, January, 1998. 相似文献
10.
Yu. N. Bubnov E. E. Demina V. K. Bel'sky G. V. Zatonsky A. V. Ignatenko 《Russian Chemical Bulletin》1998,47(11):2249-2255
Reductive tetraallylation of pyridine-3-and pyridine-4-carboxylic acids with triallylborane in the presence of propan-2-ol
proceeded stereoselectively to yieldtrans-2,6-diallyl-3- andtrans-2,6-diallyl-4-(1-allyl-1-hydroxybut-3-en-1-yl)-1,2,5,6-tetrahydropyridines, respectively. Under the same conditions, the
reaction with pyridine-2-carboxylic acid gave a mixture oftrans- andcis-2,6-diallyl-2-(1-allyl-1-hydroxybut-3-en-1-yl)-1,2,5,6-tetrahydropyridines in a ratio of 57:43. When 2,6-diphenylpyridine-4-carboxylic
acid reacted with triallylborane, only the carboxylic group underwent reductive diallylation. When heated with triallylborane
ino-xylene (130–133°C, 7 h),trans-2,6-diallyl-4-(1-allyl-1-hydroxybut-3-en-1-yl)-1,2,3,6-tetrahydropyridine was converted to the correspondingcis-isomer. The stereochemistry oftrans-2,6-diallyl-3-(1-allyl-1-hydroxybut-3-en-1-yl)-1,2,5,6,-tetrahydropyridine was confirmed by X-ray diffraction analysis.
Translated fromIzvestiya Akademii Nauk, Seriya Khimicheskaya, No. 11, pp. 2320–2326, November, 1998. 相似文献
11.
Ludmila C. Fidale Constance Ißbrücker Priscilla L. Silva Camila M. Lucheti Thomas Heinze Omar A. El Seoud 《Cellulose (London, England)》2010,17(5):937-951
Although cellulose acetates, CAs, are extensively employed there is scant information about the systematic dependence of their properties on their degree of substitution, DS; this is the subject of the present work. Nine CAs samples, DS from
0.83 to 3.0 were synthesized; their films were prepared. The following solvatochromic probes have been employed in order to
determine the empirical polarity, E
T(33); “acidity, α”; “basicity, β”, and “dipolarity/polarizability, π*” of the casted films: 2,6-dichloro-4-(2,4,6-triphenyl-pyridinium-1-yl)
phenolate, WB; 4-nitroaniline; 4-nitroanisole; 4-nitro-N,N-dimethylaniline; 2,6-diphenyl-4-(2,4,6-triphenyl-pyridinium-1-yl)phenolate, RB. Additionally, two systems, ethanol plus ethyl
acetate (EtOH–EtAc), and cellulose plus cellulose triacetate, CTA, were employed as models for CAs of different DS. Regarding
the model systems, the following was observed: (i) For EtOH–EtAc, the dependence of all solvatochromic parameters on the “equivalent-DS”
of the binary mixture was non-linear because of preferential solvation; (ii) The dependence of E
T(33) on equivalent DS of the cellulose–CTA films is linear, but the slope is smaller than that of the corresponding plot for
CAs. This is attributed to the more efficient hydrogen bonding in the model system, a conclusion corroborated by IR measurements.
The dependence of solvatochromic parameters of CAs on their DS is described by the simple equations; a consequence of the
substitution of the OH by the ester group. The thermal properties of bulk CAs samples were investigated by DSC and TGA; their
dependence on DS is described by simple equations. The relevance of these data to the processing and applications of CAs is
briefly discussed. 相似文献
12.
Photochromic properties of 2-indolylfulgides, namely, Z-3-[1-(1,3-dimethyl-1H-indol-2-yl)ethylidene]-4-isopropylidenetetrahydrofuran-2,5-dione andE-3-isopropylidene-4-(1-methyl-1H-indol-2-ylmethylidene)tetrahydrofuran-2,5-dione, were studied. The quantum yields of their photochemical isomerizations in
toluene and the rate constant of the dark ring-opening in ethanol were determined. The fluorescence spectra of the open and
cyclic forms of 2-indolylfulgides were measured. It was assumed that the excited-stateZ-isomer can be transformed into a cyclic isomer without intermediacy of anE-isomer in the ground state.
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 6, pp. 1026–1029, June, 2000. 相似文献
13.
V. G. Nenajdenko I. V. Golubinskii O. N. Lenkova A. V. Shastin E. S. Balenkova 《Russian Chemical Bulletin》2005,54(7):1728-1732
The E-isomers of α-chlorocinnamonitriles react with hydroxylamine to give a mixture of isomeric aminoisoxazoles, while the Z-isomers yield 3-aryl-2-chloroacrylamide oximes.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1678–1682, July, 2005. 相似文献
14.
P. K. Sazonov M. M. Shtern Yu. F. Oprunenko I. P. Beletskaya 《Russian Chemical Bulletin》1998,47(8):1532-1536
The13C and19F NMR spectra ofZ- andE-isomers of β-X-substituted α,β-difluorostyrenes (X=F, Cl, CpFe(CO)2, Re(CO)5, Re2(CO)9Na) were studied. Direct and long-range (across 1–5 bonds) spin-spin coupling constants and the (13C−12C) isotope shifts in the19F NMR spectra were determined. The study of the13C satellites in the19F NMR spectra of substituted difluorostyrenes permitted assignment of the13C NMR signals of the vinylic carbon atoms. Similarly, the signals in19F NMR spectra were assigned based on coupling constants of fluorine withipso-carbon. These assignments were found to be in good agreement with the data available from the literature (X=F, Cl). The developed
approach was applied to the elucidation of the structure ofZ−PhCF=CClFe(CO)2Cp.
Translated fromIzvestiya Akademii Nauk, Seriya Khimicheskaya. No. 8, pp. 1575–1579, August, 1998. 相似文献
15.
A. T. Kulyyasov I. Yu. Bagryanskaya Yu. V. Gatilov M. M. Shakirov V. A. Raldugin S. M. Adekenov T. S. Seitembetov 《Russian Chemical Bulletin》1998,47(7):1390-1394
A new sesquiterpenoid lactone was isolated from terrestrial parts ofArtemisia subchrysolepis Filat. and studied by X-ray diffraction analysis and CD spectroscopy. This compound was called subchrysine and identified
as (1R,3S,4E,6R,7S)-3-acetoxy-1-hydroxygernmacra-4,10(14), 11(13)-trien-12,6-olide. Pronounced temperature dependence of the1H and13C NMR spectra of subchrysine was observed. The results of conformational analysis of subchrysine by quantum-chemical (PM3)
and molecular mechanics (MMX) methods are also presented.
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1429–1433, July, 1998. 相似文献
16.
Reaction of 2-isobutyl-5-methyl-4-phenyl-1,3,2-dioxaborinane (a mixture ofcis- andtrans-isomers in a 81 : 19 ratio) with acetonitrile yielded 2,5-dimethyl-4-phenyl-5,6-dihydro1, 3-oxazine as a mixture ofcis- andtrans-forms in a 50 : 50 ratio. The possible mechanism of this transformation is discussed.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 5, pp. 1297–1298, May, 1996. 相似文献
17.
Summary. Stable crystalline phosphorus ylides are obtained in excellent yields from the 1:1:1 addition reaction between 1-methylparabanic
acid (1-methylimidazoline-2,4,5-trione) and dialkyl acetylenedicarboxylates in the presence of triphenylphosphine. These ylides
exist in solution as a mixture of two geometric isomers. This is due to the restricted rotation around the carbon–carbon partial
double bond resulting from conjugation of the ylide moiety with the adjacent carbonyl group. These ylides undergo smooth intramolecular
Wittig reaction followed by an electrocyclic ring opening to produce dialkyl (E)-2-(1-methyl-2,5-dioxo-3-imidazolin-4-yl)-but-2-enedioates in good yields.
Corresponding author. E-mail: isayavar@yahoo.com
Received March 26, 2002; accepted (revised) April 24, 2002 相似文献
18.
A. I. Krivoshey N. S. Pivnenko S. V. Shishkina A. V. Turov L. A. Kutulya O. V. Shishkin 《Russian Chemical Bulletin》2006,55(6):999-1009
The spatial structure of (Z)-(5R)-methyl-2-(4-phenylbenzylidene)cyclohexanone prepared by photochemical isomerization of the E-isomer was studied by analyzing the magnitudes and temperature dependence of the proton spin-spin coupling constants obtained
by 1H NMR spectroscopy and the results of molecular modeling using semiempirical quantum chemical AM1 and PM3 methods and the
density functional theory (DFT). Comparison of the results obtained for the Z-and E-isomers shows that in both cases the conformational equilibrium for both isomers is characterized by significant preference
of the chair conformer having an equatorial methyl group, namely, − ΔH (chair a ⇌ chair e) = 1.98–2.12 and 1.36–1.54 kcal mole−1 for the Z-and E-isomers, respectively. Distinctions in the non-planarity of the enone fragment and cyclohexanone ring in the Z-and E-isomers under study following from the results of mathematical modeling were confirmed by the experimental values of the
geminal spin-spin coupling constants of protons of the methylene groups in α,α ′-positions with respect to the enone group.
Quantum chemical calculations of the Z-isomer revealed the existence of intramolecular hydrogen bond between the carbonyl oxygen and the nearest aromatic proton
in ortho-position of the benzene ring. Possible reasons for different helical twisting power of (Z)-(5R)-methyl-2-(4-phenylbenzylidene)cyclohexanone and the E-and Z-arylidene derivatives of 1R, 4R-isomenthone in the mesophase are discussed based on the results of molecular structure studies for these compounds.
In the text below the unsaturated ketones under study will be called “arylidene cyclohexanone derivatives” for convenience
of comparing the characteristics of methylcyclohexanone and isomenthone derivatives.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 6, pp. 962–972, June, 2006. 相似文献
19.
F. S. Tayman V. Y. Atsu Barku Y. Opoku-Boahen K. Seifert D. Grote 《Chemistry of Natural Compounds》2006,42(1):46-48
(+)-12,15-Epoxylabda-8(17),12,14-trien-16-yl acetate has been isolated from the seed kernels of Turraeanthus africanus (Nelw. ex DC). The stereo structure was confirmed by 1D-and 2D-NMR spectroscopy. Cytostatic/cytotoxic test of (I) on the
growth of cancer cells in vitro gave positive results.
Published in Khimiya Prirodnykh Soedinenii, No. 1, pp. 38–39, January–February, 2006. 相似文献
20.
Uwe Himmelreich Reiner Häßner Philip Thomas Frank Tschwatschal Rolf Borsdorf 《Monatshefte für Chemie / Chemical Monthly》1990,121(11):923-930
Summary NMR-spectroscopic investigations of substituted dithiocarbacinic acid derivatives show the existence of configurational isomers relative to the C=N double bond, but no tautomerism. We applied chemical shift differences in the1H-,13C- and15N-NMR-spectra, N - H and C - H coupling constants and NOE difference measurements in the solvents CDCl3,DMSO-d
6 and partly CD3OD in order to discriminate between the isomers and to determine the configurational composition. Compounds4 and5 exist asE-isomers in all solvents, compounds1, 2 and3 as a mixture ofE/Z-isomers. InDMSO-d
6 theE-form is the preferred isomer. 相似文献