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1.
Selective photodeuteration of carboxyltryptamines at C-4 allowed to settle the controversy about the 13C nmr assignment of C-4, C-5 and C-6, which for tryptophan are definitively assigned at 118.4, 118.2 and 120.6 ppm, respectively. 相似文献
2.
The complete assignment of the proton chemical shifts of coumarin ( 1 ), all monomethoxy derivatives and the six possible dimethoxyl substituted compounds at the aromatic ring was achieved at 60 MHz in a quantitative study utilizing Pr(fod)3 as the shift reagent. It was found that in addition to the complexation at the lactone carbonyl a second interaction of the lanthanide shift reagent occurs when two methoxyl groups are found in an ortho distribution. The results are discussed in comparison to data published for flavones in the presence of Pr(fod)3 shift reagent. 相似文献
3.
Román LU Guerra-Ramírez D Morán G Martínez I Hernández JD Cerda-García-Rojas CM Torres-Valencia JM Joseph-Nathan P 《Organic letters》2004,6(2):173-176
[structure: see text] The triterpenes 8,14-seco-oleana-8(26),13-dien-3beta-ol (1) and its acetyl derivative 2 were isolated from Stevia viscida and Stevia eupatoria, respectively. Their structures were elucidated by 2D NMR, including carbon-carbon connectivity experiments, and confirmed by X-ray diffraction analysis of ketone 3. The absolute configuration was determined by NMR analysis of the Mosher esters of 1. The biogenetic implications of the new substances are discussed. 相似文献
4.
M. Chakrabarty A. Batabyal M. S. Morales-Ríos P. Joseph-Nathan 《Monatshefte für Chemie / Chemical Monthly》1995,126(6-7):789-794
Summary Unambiguous1H and13C NMR assignments for 4(3H)-quinazolinones1–6 and their corresponding 4-thiones7–12 have been made. This resulted in the revision of the previous assignments for the two benzenoid carbons (C-5 and C-8) of quinazolinones1,2,4, and5. Thionation of the nucleophilic amides1–6 has been found to cause a distinct change in the13C chemical shift of particularly C-4, but also of those of C-4a, C-5, and C-8a. One-bond and several long range heteronuclear coupling constants for the compounds have also been measured.
Kernresonanzspektroskopie von 4(3H)-Chinazolinonen und 4(3H)-Chinazolinthionen
Zusammenfassung Die1H- und13C-NMR-Spektren der 4(3H)-Chinazolinone1–6 und ihrer entsprechenden 4-Thione7–12 wurden zugeordnet. Dabei zeigte sich, daß eine frühere Zuordnung der beiden benzoiden Kohlenstoffe (C-5 und C-8) der Chinazolinone1,2,4 und5 falsch war. Ersatz des Sauerstoffs durch Schwefel in den nukleophilen Amiden1–6 führt insbesondere für C-4, aber auch für C-4a, C-5 und C-8a zu einer deutlichen Änderung der chemischen Verschiebung. Heteronukleare Kopplungskonstanten über eine und über mehrere Bindungen wurden bestimmt.相似文献
5.
Ignacio H. Sánchez María Isabel Larraza Fernande Basurto Ricardo Yaf?ez Salvador Avila Ricardo Tovar Pedro Joseph-Nathan 《Tetrahedron》1985,41(12):2355-2359
(±)--methylperezone () was obtained by selective oxidative demethylation of (±)-leucoperezone trimethyl ether (). Compound () was prepared by condensation of 2,3,5-trimethoxytoluene () with 6-methyl-5-hepten-2-one, followed by reductive removal of the tertiary alcohol. The aromatic precursor was prepared in four steps from 2,3-dimethoxytoluene () and, alternatively, in three steps from 5-bromoveratraldehyde (). Racemic and were directly compared with the optically active molecules prepared from natural R(-)-perezone (). 相似文献
6.
Torres-Valencia JM Meléndez-Rodríguez M Alvarez-García R Cerda-García-Rojas CM Joseph-Nathan P 《Magnetic resonance in chemistry : MRC》2004,42(10):898-902
A Monte Carlo random search using molecular mechanics, followed by geometry optimization of each minimum energy structure employing density functional theory (DFT) calculations at the B3LYP/6-31G* level and a Boltzmann analysis of the total energies, generated accurate molecular models which describe the conformational behavior of the antispasmodic bicyclic sesquiterpene valeranone (1). The theoretical H-C-C-H dihedral angles gave the corresponding 1H, 1H vicinal coupling constants using a generalized Karplus-type equation. In turn, the 3J(H,H) values were used as initial input data for the spectral simulation of 1, which after iteration provided an excellent correlation with the experimental 1H NMR spectrum. The calculated 3J(H,H) values closely predicted the experimental values, excepting the coupling constant between the axial hydrogen alpha to the carbonyl group and the equatorial hydrogen beta to the carbonyl group (J(2beta, 3beta)). The difference is explained in terms of the electron density distribution found in the highest occupied molecular orbital (HOMO) of 1. The simulated spectrum, together with 2D NMR experiments, allowed the total assignment of the 1H and 13C NMR spectra of 1. 相似文献
7.
Villagomez-Guzman Ana K. Rodriguez-Garcia Gabriela del Rio Rosa E. Oliveros Ortiz Antonio J. Cerda-Garcia-Rojas Carlos M. Joseph-Nathan Pedro Gomez-Hurtado Mario A. 《Chemistry of Natural Compounds》2021,57(2):319-322
Chemistry of Natural Compounds - A known kaurenoic acid (1), together with a new kaurane derivative named 3α-isobutyryloxykaurenoic acid (2), was isolated from the roots of Lasianthaea aurea,... 相似文献
8.
F. H. Guidugli J. Kavka M. E. Garibay R. L. Santillan P. Joseph-Nathan 《Journal of mass spectrometry : JMS》1987,22(8):479-485
The electron impact induced fragmentations of the five possible naphthoflavones have been studied with the aid of low- and high-resolution measurements, metastable decompositions and isotope labelling using either deuterium or carbon-13 atoms. All compounds show both the direct expulsion of a CO residue from the carbonyl group and the retro Diels–Alder cleavage. The abundant [M–H]+ ion has been formulated as the substituted β-tropolone species, which, in the case of β-naphthoflavone, is in competition with a pentacyclic species arising from the elimination of H-5 as evidenced in the spectrum of 5-d-β-naphthoflavone. Other previously unsuspected ions are also in evidence. 相似文献
9.
Muñoz MA Urzúa A Echeverría J Modak B Joseph-Nathan P 《Natural product communications》2011,6(6):759-762
Careful reevaluation of the 1H and 13C NMR spectroscopic data of filifolinol acetate (4) led to the reassignment of the C-10 and C-11 signals, as well as the gem-dimethyl signals. Single crystal X-ray analysis provided an independent structural confirmation of 4, and comparison of the experimental vibrational circular dichroism spectrum with calculations performed using density functional theory provided the absolute configuration of this 3H-spiro-1-benzofuran-2,1'-cyclohexane and related molecules. 相似文献
10.
L.U. Román R.E. Del Río J.D. Hernández P. Joseph-Nathan V. Zabel W.H. Watson 《Tetrahedron》1981,37(16):2769-2778
The structure and relative stereochemistry of rastevione (1a), the main constituent of the roots of S. serrata and S. rhombifolia, were deduced from chemical transformations combined with spectral data and by a single crystal X-ray diffraction study of rastevione acetate (1b). Chemical correlation of a rastevione derivative with a molecule thought to have structure IVb, suggests the structures of several previously described longipinene and longipinane derivatives, should be revised. The behaviour of longipinane-7α,8β,9β-triol-l-one in the presence of periodic acid was studied, and the structure of the reaction product established from deuterium labeling experiments showed the 7α,8β diol split. 相似文献