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51.
Peter Oravec L. Fišera Peter Ertl Daniel Végh 《Monatshefte für Chemie / Chemical Monthly》1991,122(10):821-828
Summary Nitrile oxides add regioselectively to the carbon-carbon double bond of 3,3-methylene-5,5-dimethyl-2-pyrrolidinone (1), giving exclusively spiro-isoxazolines: 3-aryl-6-oxo-8,8-dimethyl-1-oxa-2,7-diazaspiro[4.4]non-2-enes3 a–l. The regiochemistry of the 1,3-dipolar cycloaddition to 1 seems to be controlled by the steric effect of the methyl groups at the ring junction and by frontier orbital interactions.Part XXV in the series 1,3-Dipolar Cycloaddition on Heterocycles. Part XXIV Ref. [10] 相似文献
52.
Usama A. R. Al-Timari Lubor Fišera Peter Ertl Igor Goljer Nada Prónayová 《Monatshefte für Chemie / Chemical Monthly》1992,123(11):999-1013
Summary The cycloaddition of 3-hydroxyglycosyl-N-methylnitrone (1) to N-arylmaleimides gave thesyn isoxazolidines6, whereas 3-acetoxyglycosyl-N-methylnitrone (2) afforded theanti isoxazolidines8 and10. The formation of6 was rationalized by anexo attack, stereoelectronically preferred through the hydrogen bond between the pentose hydroxyl group and one of the carbonyl groups of N-arylmaleimide. The sterically preferredendo attack avoiding the repulsions between N-arylmaleimide and sugar moiety was proposed for addition of2. The structure and steric configuration of the products have been assigned on the basis of1H- and13C-NMR spectroscopy, mainly by nuclear Overhauser effect difference spectroscopy. AM1 calculations of the nitrones and MM2 calculations of the adducts were performed.
Darstellung und Stereoselektivität der 1,3-dipolaren Cycloaddition von C-Glycosyl-Nitronen an N-Arylmaleimiden
Zusammenfassung Die Cycloaddition von 3-Hydroxyglycosyl-N-methylnitron (1) an N-Arylmaleimide gab diesyn-Isoxazolidine6, mit 3-Acetoxyglycosyl-N-methylnitron (2) wurden hingegen dieanti-Isoxazolidine8 und10 erhalten. Die Bildung von6 wurde mit einemexo-Angriff erklärt, der stereoelektronisch wegen einer Wasserstoffbrückenbindung zwischen der Hydroxylgruppe der Pentose und einer Carbonylgruppe des N-Arylmaleimides bevorzugt wird. Für die Addition von2 wurde ein sterisch bevorzugterendo-Angriff vorgeschlagen, da dabei ungünstige Wechselwirkungen zwischen der N-Arylmaleimid- und der Zuckereinheit vermieden werden. Die Struktur und Stereochemie der Produkte wurde mittels1H- und13C-NMR unter Verwendung von NOE-Differenzmessungen ermittelt. Es wurden auch AM1-Rechnungen für die Nitrone und MM2-Rechnungen für die Addukte durchgeführt.相似文献
53.
PMR spectra have been examined for isomeric exo and endo products formed from C-benzoyl-N-phenylnitrone and dihydrofuran derivatives. A lanthanoid-shift reagent and the homonuclear Overhauser effect serve to define the stearic structures.Translated from Teoreticheskaya i Éksperimental'naya Khimiya, Vol. 25, No. 6, pp. 742–745, November–December, 1989. 相似文献
54.
Summary Arylnitrile oxides undergo regio- and stereo-specific 1,3-dipolar cycloaddition reactions with 5-acetoxy-2(5H)-furanone. In each case a single product3a–3g results from ananti approach to the 5-acetoxy substituent, the oxygen of the 1,3-dipole being attached to C-4 of furan. Under similar conditions 5-benzoyloxy-2(5H)-furanone yields3h–3i. The structures of the adducts were determined by1H- and13C-NMR spectroscopy.
Regio- und stereoselektive 1,3-dipolare Cycloaddition von Arylnitriloxiden mit 5-Acetoxy-2(5H)-furanon
Zusammenfassung Arylnitriloxide reagieren mit 5-Acetoxy-2(5H)-furanon in einer regio- und stereoselektiven 1,3-dipolaren Cycloaddition. In jedem der untersuchten Fälle ergaben sich die einheitlichen Produkte3a–3g als Folge eineranti-Annäherung an den 5-Acetoxysubstituenten, wobei der Sauerstoff des 1,3-Dipols an das C-4 des Furans addiert. Unter ähnlichen Bedingungen ergab 5-Benzoyloxy-2(5H)-furanon die Produkte3h–3i. Die Strukturen der Addukte wurden mittels1H-und13C-NMR bestimmt.相似文献
55.
Peter Oravec Ľubor Fišera Igor Goljer Peter Ertl 《Monatshefte für Chemie / Chemical Monthly》1991,122(11):977-985
Summary Regio- and stereoselectivity of the nitrone cycloaddition with 3,3-methylene-5,5-dimethyl-2-pyrrolidinone ((1) is discussed. Nitrones react regioselectively with1 to give a mixture of diastereoisomeric spiro-cycloadducts3 and4, in which3 always dominates. Both3 and4 result from the approach which binds the carbon of the nitrone with the exocyclic carbon of1 and the oxygen to the spiro carbon. The structure and steric configuration of the adducts have been assigned on the basis of1H- and13C-NMR spectroscopy, mainly by nuclear Overhauser effect difference spectroscopy. AM1 calculations of the reactants were performed, the regio- and stereochemistry of the cycloaddition seems to be controlled by steric effects.
Regio- und Stereoselektivität bei der 1,3-dipolaren Cycloaddition von C,N-Diarylnitronen an 3,3-Methylen-5,5-dimethyl-2-pyrolidinon
Zusammenfassung Es wird die Regio- und Stereoselektivität der Cycloaddition von Nitronen an 3,3-Methylen-5,5-dimethyl-2-pyrolidinon (1) diskutiert. Nitrone reagieren mit1 regioselektiv zu einer Mischung von diastereomeren Spirocycloaddukten3 und4, wobei3 stets dominierend ist. Sowohl3 als auch4 resultieren aus der gleichen Reaktionsanordnung unter Bindung des Nitron-Kohlenstoffatoms an das exocyclische Kohlenstoffatom von1 und des Sauerstoffatoms an den Spiro-Kohlenstoff. Die Stereochemie der Addukte wurde auf Basis von1H- und13C-NMR-Spektroskopie, insbesondere aus Differenz-Nuclear-Overhauser-Messungen, abgeleitet. Es wurden auch AM1-Rechnungen durchgeführt. Die Regio- und Stereochemie der Cycloaddition scheint von sterischen Effekten bestimmt zu sein.相似文献
56.
In this second part are discussed the boundary conditions, and integral equations for the boundary functions are obtained. The notation is the same as in Part One (see [1]). 相似文献
57.
The influence of surface-applied original and enzymatically-modified sugar beet pectin on strength properties of fluting,
coating base paper, and core board was investigated. The effect was compared with the application of commercial strength-increasing
agents. With increasing the polymer uptake, measured strength of paper increased. Original sugar beet pectin increased the
strength properties of papers, at the same uptake of polymer, to a higher extent than oxidised potato starch or modified grain
flour, while the effect of enzymatically-modified sugar beet pectin was the lowest. For the same increase of paper strength,
a several times higher uptake of enzymatically-modified sugar beet pectin was required when compared with the original pectin,
oxidised potato starch, or modified grain flour. 相似文献
58.
We consider a model for a flat, disk-like galaxy surrounded by a halo of dark matter, namely a Vlasov-Poisson type system
with two particle species, the stars which are restricted to the galactic plane and the dark matter particles. These constituents
interact only through the gravitational potential which stars and dark matter create collectively. Using a variational approach
we prove the existence of steady state solutions and their nonlinear stability under suitably restricted perturbations. 相似文献
59.
The possibilities of impedimetric determinations of organic liquids in mixtures with aqueous solutions have been studied in detail, using a planar capacitor cell combined with multivibrator and operational amplifier circuits functioning as a differentiator and a system of dioxane with aqueous solutions of alkali halides. The experimental values have been compared with a simple model and the detector response has been characterized. The behaviour of the detection cell can be reliably predicted on this basis. This approach permits extremely simple, rapid and cheap analyses of binary liquid mixtures, however, it suffers from a serious limitation in that the overall electric conductivity of the mixture must be low. 相似文献
60.
Urbánek L Krcmová L Solichová D Melichar B Opletalová V Solich P 《Journal of separation science》2006,29(16):2485-2493
Among other side effects, administration of anticancer agents is accompanied by manifestations of gastrointestinal toxicity and disturbances of antioxidant balance. The monitoring of these toxic effects in clinical practice is impeded by a dearth of reliable laboratory methods. Therefore, a simple and rapid reversed-phase high-performance liquid chromatography procedure for selective and sensitive determination of retinol, a-tocopherol, and retinyl esters (retinyl-palmitate and retinyl-stearate) in blood serum has been developed and presented in this study. A Series 200 LC HPLC instrument from Perkin Elmer (Norwalk, USA) with diode-array detector (DAD) was used for the analysis. Separations of retinol, alpha-tocopherol, retinyl-palmitate, and retinyl-stearate were performed using a Chromolith Performance RP-18e, 100 x 4.6 mm monolithic column from Merck (Darmstadt, Germany). Gradient elution was used at a flow rate of 3 mL/min; the mobile phase was methanol-water (95:5, v/v) for 0-2.1 min and methanol-2-propanol (60:40, v/v) for 2.1-4.9 min. The total time of analysis was 6 min. The injection volume was 20 microL and the analysis was performed at ambient temperature. Detection of retinol, alpha-tocopherol, and retinyl esters was carried out at 325, 295, and 330 nm, respectively. For practical assessment of the method, the vitamin A absorption test was performed on seven healthy controls as well as on six patients with non-small cell lung carcinoma or head and neck carcinoma previously treated by chemotherapy and/or radiotherapy, six patients with rectal carcinoma before chemoradiotherapy, four patients with gastrointestinal stromal tumor (GIST) before treatment with imatinib, and a breast cancer patient with chemotherapy-induced diarrhea. Present data demonstrate the feasibility of large scale HPLC determination of vitamin E, vitamin A, and retinyl esters in human serum using a silica monolithic column, and this method may represent a valuable aid in the laboratory monitoring of the toxicity of anticancer therapy. 相似文献