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  • Analytical Chemistry and Spectroscopy  (14)
  • GEOPHYSICS  (13)
  • Organic Chemistry  (9)
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  • 1990-1994  (37)
  • 1
    Electronic Resource
    Electronic Resource
    The Revised Structure of the Norditerpenoid Alkaloid Peregrine (1994)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 77 (1994), S. 1768-1772 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The structure of peregrine (1), a norditerpenoid alkaloid isolated from Delphinium peregrinum var. elongatum BOISS., was revised on the basis of the 1H-COSY, HMQC, HMBC, and ROESY NMR spectra and of the X-ray analysis of its parent alcohol 2. Some of the 13C-NMR resonances of 1 and the related alkaloids peregrine alcohol (2), 14-O-acetylperegrine (3), bicoloridine (4), bicoloridine alcohol (5), 6-O-acetylbicolorine (6), bicolorine (7), and 14-O-acetylbicolorine (8), were also reassigned.
    Additional Material: 4 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19940770708
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  • 2
    Electronic Resource
    Electronic Resource
    An Efficient Enantioselective Synthesis of ( - )-SerricorolePresented at the Annual Autumn Meeting of the New Swiss Chemical Society, Bern, October 1992. (1993)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 76 (1993), S. 1275-1281 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The cigarette beetle pheromone (-)-serricorole (1) has been synthesized in 23% overall yield by an eight-step sequence starting from N-propionylsultam 3. The synthesis features asymmetric anti- and syn-aldolizations 3 → 4 and 8 → 9, a non-destructive N-acylsultam cleavage with lithiated ethylphenylsulfone (10 → 12), and the smooth, Ti-mediated cyclization of β-acyloxy-ketone 2 to dihydropyranone 14.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19930760314
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  • 3
    Electronic Resource
    Electronic Resource
    Stereocontrolled Syntheses of Polysubstituted 2,3-Dihydro-4H-pyran-4-ones by cyclocondensation of β- acyloxy-ketones (1993)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 76 (1993), S. 1282-1291 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: syn-β-Acyloxy-ketones 6 and an anti-β-acyloxy-ketone 17 undergo smooth intramolecular enolate/ester condensations 6 → 18 and 17 → 19 when treated with TiCl4/EtN(i-Pr)2. Thus, tri- and tetrasubstituted cis- or trans-2,3-dihydro-4H-pyran-4-ones are easily prepared in a stereoselective manner.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19930760315
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  • 4
    Electronic Resource
    Electronic Resource
    Nitration of a Crude 9,10-Dihydrophenanthrene (1994)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 336 (1994), S. 63-66 
    Details
    ISSN: 0941-1216
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19943360112
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  • 5
    Electronic Resource
    Electronic Resource
    Kinetic study of the formation and rupture of stable tetrahedral intermediates. C—O, C—N and C—S bond formation (1994)
    Chichester : Wiley-Blackwell
    Journal of Physical Organic Chemistry 7 (1994), S. 80-89 
    Details
    ISSN: 0894-3230
    Keywords: Organic Chemistry ; Physical Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: Measured pseudo-first-order rate constants for intramolecular formation of tetrahedral intermediates from N-2-hydroxyethylphthalimide, N-2-aminoethylphthalimide and N-2-thioethylphthalimide at pH 〉 6 are reported. The reaction is specific and general base catalysed, with β(Brønsted) values 0·44, 0·52 and 0·52 respectively. From a plot of log kb (general base rate constants) vs γ′ [the affinities of EtXH (X = O, NH, S) toward the carbonylic carbon], β′nuc values of 0·01 (with OH- as specific base), 0·25 (with imdidazole as general base) and 0·27 (with HPO42- as general base were obtained). The observed relationships pxy = ϑβ′/ - ϑpKa = -ϑ(Brønsted)/ϑγ′ = 0·03 is supported by the predictions of an energy contour diagram, which, on extrapolation to a non-stable tetrahedral intermediate, predicts a late and slightly protonated transition state for the cleavage process. At pH 〈 3, these intermediates cleave to yield only the corresponding diacylimides. These reactions are general base and acid catalysed with β 〉 0·3 and α 〈 0·1. A fast equilibrium between the intermediate and its N-protonated (amide) form is reached. The general base rupture of the latter is faster than that of the corresponding non-protonated intermediate by a factor of ca 109 - 1010-fold.
    Additional Material: 6 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/poc.610070205
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  • 6
    Electronic Resource
    Electronic Resource
    Gas phase thermolysis of N-(tert-butylthio)allylamine and N-(tert-butylthio)diethylamine (1994)
    Chichester : Wiley-Blackwell
    Journal of Physical Organic Chemistry 7 (1994), S. 585-590 
    Details
    ISSN: 0894-3230
    Keywords: Organic Chemistry ; Physical Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: The title sulphenamides were pyrolysed in a stirred-flow reactor at temperatures of 310-410°C, pressures of 8-15 Torr and residence times of 0·4-2 s using toluene as the carrier gas. N-(tert-Butylthio)allylamine formed 73 ± 4% isobutene, 23 ± 3% propene and N-allylthiohydroxylamine. The first-order rate coefficients for the formation of isobutene and propene, respectively, followed the Arrhenius equations kC4(s-1) = 1012·52 ± 0·36 exp(-163 ± 5 kJ mol-1 RT) and kC3(s-1) = 1010·99 ± 0·29 exp(-151 ± 4 kJ mol-1 RT) N-(tert-Butylthio)diethylamine gave 97 ± 1% isobutene, 1·9 ± 0·4% isobutane and N,N-diethylthiohydroxylamine. The first-order rate coefficients for isobutene elimination followed the Arrhenius equation k(s-1) = 1013·45 ± 0·24 exp(-164 ± 3 kJ mol-1 RT). The formation of the products is interpreted in terms of an elimination reaction with a unimolecular, four-centered, cyclic transition state. The reactivity of these sulphenamides was found to be much higher than that of previously studied alkyl or aryl tert-butyl sulphides and disulphides.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/poc.610071102
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  • 7
    Electronic Resource
    Electronic Resource
    Metal ion complexation by tetraester derivatives of bridged calix [4] arenes (1992)
    Chichester : Wiley-Blackwell
    Journal of Physical Organic Chemistry 5 (1992), S. 471-481 
    Details
    ISSN: 0894-3230
    Keywords: Organic Chemistry ; Physical Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: A series of bridged calix [4] arenes (5-10 methylene groups in the bridge) were synthesized and transformed into their tetraester derivatives by reaction with ethyl bromoacetate. The stability constants for complexes of the tetraester derivatives with sodium, potassium and silver cations, determined in methanol by spectroscopic or potentiometric techniques, show a drastic decrease (more than 105 for Na +) for the shorter methylene chains. 1H NMR studies demonstrate a conformational rearrangement of the calixarene part to fourfold symmetry to be necessary for the complexation of a cation, which is prevented by the shorter chains. This is further confirmed by the X-ray structure of a tetraester derivative with a CH2CH2COCH2CH2 bridge; crystals were monoclinic, space group P21/c,a = 11.847(2), b = 39.773(5), c = 12 · 127(2) Å, β = 109.24(1), V = 5395.1 Å3, Z = 4, Dx = 1.186 Mg m-3.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/poc.610050809
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  • 8
    Electronic Resource
    Electronic Resource
    Combined two-dimensional GC/MS/matrix isolation FT-IR with a versatile sample introduction system (1991)
    New York, NY [u.a.] : Wiley-Blackwell
    Journal of Microcolumn Separations 3 (1991), S. 289-301 
    Details
    ISSN: 1040-7685
    Keywords: cryogenic concentrator ; injector/trap ; large-volume injection ; twodimensional capillary gas chromatography ; mass spectrometry ; matrix-isolation FT-IR ; perfume analyses ; Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A versatile sample introduction system or injector/trap (I/T), described in this paper, is a stand-alone, computer-controlled, cryogenic concentrator with provisions for solvent venting and inert sample transfer. The I/T is designed to provide a common interface between the column and a variety of sampling modules.Modules to perform thermal desorption and pyrolysis, as well as modules for remote sampling (pre-traps) have been developed. Large volumes of either gaseous or liquid samples can be introduced by means of pre-traps packed with suitable substrates. Pretraps packed with Tenax TA allowed quantitative recovery of compounds as volatile as n-decane (n-C10) when contained in a 1-mL volume of pentane. The introduction of a 1-mL sample makes it possible to reach a detection limit of ca. 100 ppt,ppt, ppb, ppm refer to parts-per-trillion (1012), billion (109), and million (106), respectively. with an FID, for compounds with boiling points ≥n-C9.The capability to do trace analyses with the I/T is enhanced by interfacing it to a twodimensional gas chromatograph (2D/GC) equipped with a mass-selective detector (MSD) and a matrix isolation fourier transform infrared spectrometer (MI FT-IR). The resulting instrumentation greatly facilitated the identification of organic compounds present at ppbconcentrations in perfume samples.
    Additional Material: 11 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/mcs.1220030402
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  • 9
    Electronic Resource
    Electronic Resource
    Determination of lysinoalanine by high performance liquid chromatography (1994)
    Weinheim : Wiley-Blackwell
    Journal of High Resolution Chromatography 17 (1994), S. 827-830 
    Details
    ISSN: 0935-6304
    Keywords: HPLC ; Fluorimetric detection ; UV detection ; Proteins of animal origin ; Lysinoalanine ; Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: This work suggests an HPLC method for qualitative and quantitative determination of Nε(2-amino-2-carboxyethyl)-L-lysine (LAL). LAL was released from total hydrolysates of various proteins of animal origin and derivatized with dansyl chloride. The performance of two different columns, Spherisorb 3S TG and μ-Bondapack C18, was compared; better resolution and quantitative response were obtained with the former. The mobile phase was a mixture of 0.01 M phosphate buffer (pH 7) and acetonitrile. Linear response and quantitative repeatability were tested for both detectors used (UV-Vis set at 254 nm; fluorimetric set at λex(max) = 360 nm and λem(max) = 525 nm).For LAL standard the minimum detectable amount was 0.05 ng, whereas for LAL in actual samples the amount was 0.5 ng (40 μg/g of analyzed proteins). Good analytical repeatability was obtained, resulting in CV % of 4.7 and 3.8 for UV and fluorimetric detectors, respectively. LAL recovery was determined using both detectors; the values obtained were 94 % (fluorimetric) and 92 % (UV). Greater noise levels were observed with the fluorimetric detector and its higher sensitivity could not, therefore, be fully utilized. The highest amounts of LAL were found in the casein (2816 μg/g) and cooked albumin (615 μg/g) samples.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jhrc.1240171205
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  • 10
    Electronic Resource
    Electronic Resource
    PCB separation by HRGC-MS. Fourier analysis for characterizing Aroclor chromatograms (1994)
    Weinheim : Wiley-Blackwell
    Journal of High Resolution Chromatography 17 (1994), S. 839-850 
    Details
    ISSN: 0935-6304
    Keywords: Capillary GC ; Chemometry ; Fourier analysis ; Multicomponent mixture chromatograms ; PCB analysis ; Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Aroclor and Aroclor mixture chromatograms obtained using temperature programmed high resolution capillary GC coupled with mass spectrometric selective detection have been investigated by Fourier analysis developed for the study of multicomponent chromatograms. The experimental autocorrelation function (EACF), i.e. peak shape and position correlation, showed a retention - structure pattern which could be associated with both the type of Aroclor and the ion used for selective ion monitoring (m/z value). In particular, o-m and m-m isomerization effects were singled out by EACF analysis. By fitting EACF with previously developed theoretical models, it was possible to characterize a specific Aroclor in terms of the number of PCB congeners present in it. The results obtained agreed closely with the typical Aroclor content. For the Aroclor mixture, the distribution of inter-distance between successive peaks was derived. The two first distribution moments obtained agreed with those derived from retention data reported in the literature. The consequences on the separation performance, i.e. the number of singlets, doublets, etc. in the chromatogram, are discussed.
    Additional Material: 9 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jhrc.1240171207
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