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  • Inorganic Chemistry  (6)
  • Cyclodextrin derivatives  (5)
  • Essential oils  (5)
  • Cyclodextrins  (2)
  • 2,8-dimethyl-1,7-dioxaspiro[5.5]undecane
  • Wiley-Blackwell  (14)
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  • 1
    Digitale Medien
    Digitale Medien
    Gas chromatographic enantiomer separation of agrochemicals and polychlorinated biphenyls (PCBs) using modified cyclodextrins (1994)
    Weinheim : Wiley-Blackwell
    Journal of High Resolution Chromatography 17 (1994), S. 859-864 
    Details
    ISSN: 0935-6304
    Schlagwort(e): Enantioselective gas chromatography ; Cyclodextrin derivatives ; Polychlorinated pesticides ; Polychlorinated biphenyls (PCBs) ; Pyrethroid insecticides/Allethrin ; Organophosphorus pesticides/Acephate, Malaoxon ; Chemistry ; Analytical Chemistry and Spectroscopy
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: The enantiomers of the polychlorinated polycyclic xenobiotics heptachlor, cis- and trans-chlordane, cis- and trans-heptachlorepoxide, oxychlordane, and bromocyclen have been resolved by gas chromatography with selectively substituted cyclodextrins. The order of elution of these compounds and of α-hexachlorocyclohexane (α-HCH) was determined by comparison with enantiomerically enriched reference compounds obtained by preparative enantioselective gas chromatography.A separation of the eight stereoisomers of the pyrethroid insecticide allethrin into seven peaks was achieved. Both trans-diastereomers were separated into their enantiomers and the order of elution could be determined by comparison with commercially available (S)-bioallethrin and trans-bioallethrin. Also one cis-diastereomer was separated, wheras the other cis-isomer could not be resolved. In addition 15 out of 19 stable atropisomeric polychlorinated biphenyls with 5, 6 and 7 chlorine substituents, some chiral organophosphorus pesticides, including acephate and malaoxon and the herbicide bromoacil were separated.
    Zusätzliches Material: 10 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/jhrc.1240171209
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  • 2
    Digitale Medien
    Digitale Medien
    Cyclodextrins as chiral stationary phases in capillary gas chromatography. Part VII: Cyclodextrins with an inverse substitution pattern - synthesis and enantioselectivityPart VI, see reference [6]. (1990)
    Weinheim : Wiley-Blackwell
    Journal of High Resolution Chromatography 13 (1990), S. 702-707 
    Details
    ISSN: 0935-6304
    Schlagwort(e): Enantioselective capillary gas chromatography ; Cyclodextrins ; Inverse substitution pattern ; Mechanism of chiral recognition ; Applications ; Chemistry ; Analytical Chemistry and Spectroscopy
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: Transferring the site of specific substitution of dipentylated cyclodextrins with methyl or acyl residues from the secondary 3-hydroxyl group to the primary 6-hydroxyl group was expected to provide new information on the mechanism of chiral recognition. The 3-position points towards and the 6-position points away from the cyclodextrin cavity which via inclusion complex formation is supposed to play a major role in chiral separation. The “inverse” 6-O-acyl-2,3-di-O-pentyl-cyclodextrins displayed almost no enantioselectivity but the corresponding 6-O-methyl derivatives are a versatile supplement to the chiral capillary GC phases nowadays available. Among the compounds that could be enantiomerically resolved are alcohols, amino acids, alkyl halides, bicyclic ethers, acetals, olefins, other hydrocarbons and chiral pharmaceuticals.
    Zusätzliches Material: 9 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/jhrc.1240131010
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  • 3
    Digitale Medien
    Digitale Medien
    Stereochemical analysis of constituents of essential oils and flavor compounds by enantioselective capillary gas chromatography (1990)
    Weinheim : Wiley-Blackwell
    Journal of High Resolution Chromatography 13 (1990), S. 328-332 
    Details
    ISSN: 0935-6304
    Schlagwort(e): Enantioselective gas chromatography ; Cyclodextrin derivatives ; Terpenoid hydrocarbons ; Chiral carbonyl compounds ; Flavor alcohols ; Chemistry ; Analytical Chemistry and Spectroscopy
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: Modified cyclodextrins interact enantioselectively with a great variety of volatile chiral constituents of essential oils by forming diastereomeric inclusion complexes. Capillary gas chromatography is used for resolving the enantiomers of terpenoid hydrocarbons (camphene, α-pinene, limonene, α-phellandrene), carbonyl compounds (carvone, fenchone, menthone, isomenthone, piperitone, camphor, myrtenal), and alcohols (trifluoroacetylated β-citronellol, myrtenol, trans-pinocarveol, 1-octen-3-ol, and underivatized linalool). The enantiomeric composition of some of these compounds in a variety of essential oils is investigated.
    Zusätzliches Material: 9 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/jhrc.1240130507
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  • 4
    Digitale Medien
    Digitale Medien
    Enantiomeric composition of the chiral constituents in essential oils. Part 1: Monoterpene hydrocarbons (1992)
    Weinheim : Wiley-Blackwell
    Journal of High Resolution Chromatography 15 (1992), S. 184-189 
    Details
    ISSN: 0935-6304
    Schlagwort(e): Enantioselective gas chromatography ; Cyclodextrin derivatives ; Monoterpene hydrocarbons ; Essential oils ; Chemistry ; Analytical Chemistry and Spectroscopy
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: Using a dual column gas chromatograph equipped with two capillary columns coated with heptakis(6-O-methyl-2,3-di-O-pentyl)-β-cyclodextrin (6-me-2,3-pe-β-CD) and octakis(6-O-methyl-2,3-di-O-pentyl)-γ-cyclodextrin (6-me-2,3-pe-γ-CD), respectively, all important olefinic monoterpene hydrocarbons occurring in essential oils, including α-thujene, α- and β-pinene, camphene, sabinene, α- and β-phellandrene, Δ-3-carene and limonene can be resolved into enantiomers. With the chromatographic system described the characteristic enantiomeric composition of these monoterpene hydrocarbons in essential oils can be determined.
    Zusätzliches Material: 7 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/jhrc.1240150310
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  • 5
    Digitale Medien
    Digitale Medien
    New, selectively substituted cyclodextrins as stationary phases for the analysis of chiral constituents of essential oils (1992)
    Weinheim : Wiley-Blackwell
    Journal of High Resolution Chromatography 15 (1992), S. 367-372 
    Details
    ISSN: 0935-6304
    Schlagwort(e): Enantioselective gas chromatography ; Two-dimensional GC ; Essential oils ; Lavandulol ; α-Bisabolol ; Nerolidol ; Methyl jasmonate ; Chemistry ; Analytical Chemistry and Spectroscopy
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: New β- and γ-cyclodextrin derivatives, selectively substituted with n-pentyl and methyl groups, e.g. heptakis(2,6-di-O-methyl-3-O-pentyl)-β-cyclodextrin, octakis(2-O-methyl-3,6-di-O-pentyl)-γ-cyclodextrin, and octakis(2,6-di-O-methyl-3-O-pentyl)-γ-cyclodextrin, have been prepared from specifically protected intermediates. The new cyclodextrin derivatives exhibit unique enantioselectivity towards important chiral constituents of essential oils. The enantiomers of lavandulol, α-bisabolol, nerolidol, and other terpenoid alcohols could be resolved and their presence in different essential oils could be proved. Methyl jasmonate and epi-methyl jasmonate could, in addition, be detected in jasmine concrete by two-dimensional gas chromatography. The enantiomers of the macrocyclic ketone muscone have been separated for the first time.
    Zusätzliches Material: 8 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/jhrc.1240150603
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  • 6
    Digitale Medien
    Digitale Medien
    Enantiomeric composition of the chiral constituents of essential oils. Part 2: Sesquiterpene hydrocarbons (1994)
    Weinheim : Wiley-Blackwell
    Journal of High Resolution Chromatography 17 (1994), S. 315-320 
    Details
    ISSN: 0935-6304
    Schlagwort(e): Enantioselective GC ; Sesquiterpene hydrocarbons ; Cyclodextrin derivatives ; Essential oils ; Liverworts ; Chemistry ; Analytical Chemistry and Spectroscopy
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: A number of sesquiterpene hydrocarbons commonly occurring in essential oils has been prepared as racemic mixtures by chemical synthesis. Preparative gas chromatography with selectively per-O-alkylated cyclodextrins has been employed for the isolation of enantiomeric mixtures or pure enantiomers from the essential oils of higher plants and liverworts (Hepaticae). The enantiomers of α-curcumene, α- and β-bisabolene, β-elemene, δ-elemene, α-copaene, δ-cadinene, cis- and trans-calamenene, and bicyclogermacrene could be resolved by enantioselective gas chromatography on capillary columns coated with cyclodextrin derivatives. The enantiomeric composition of these sesquiterpene hydrocarbons in various essential oils was determined.
    Zusätzliches Material: 7 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/jhrc.1240170507
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  • 7
    Digitale Medien
    Digitale Medien
    Adulteration or natural variability? enantioselective gas chromatography in purity control of essential oils (1997)
    Weinheim : Wiley-Blackwell
    Journal of High Resolution Chromatography 20 (1997), S. 55-61 
    Details
    ISSN: 0935-6304
    Schlagwort(e): Enantioselective gas chromatography ; Essential oils ; Authenticity control ; Chemistry ; Analytical Chemistry and Spectroscopy
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: The potential of enantioselective capillary gas chromatography with modified cyclodextrins as chiral stationary phases for authenticity control is demonstrated for a selection of economically important essential oils. Adulteration can be easily detected in cases where enantiomerically pure constituents are present in natural oils. In cases of (naturally) varying enantiomeric compositions of chiral constituents, enantioselective gas chromatography may prove insufficient.
    Zusätzliches Material: 10 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/jhrc.1240200202
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  • 8
    Digitale Medien
    Digitale Medien
    Enantiomeric composition of the chiral constituents of essential oils - part 3: Diterpene hydrocarbons (1997)
    Weinheim : Wiley-Blackwell
    Journal of High Resolution Chromatography 20 (1997), S. 257-260 
    Details
    ISSN: 0935-6304
    Schlagwort(e): Enantioselective GC ; Diterpene Hydrocarbons ; Cyclodextrin derivatives ; Essential oils ; Chemistry ; Analytical Chemistry and Spectroscopy
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: Enantiomeric diterpene hydrocarbons were isolated from different plants and identified by mass spectrometric and NMR investigations. All enantiomeric pairs could be resolved by capillary gas chromatography using either heptakis(2,6-di-O-methyl-3-O-pen-tyl)-β-cyclodextrin or heptakis(6-O-tert-butyldimethylsilyl-2,3-di-O-methyl)-β-cyclodextrin as chiral stationary phases.
    Zusätzliches Material: 3 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/jhrc.1240200503
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  • 9
    Digitale Medien
    Digitale Medien
    Stoffwechselprodukte von Mikroorganismen, 195. Konstitution von Ophiocordin, einem Antibiotikum mit antifungischen Eigenschaften (1980)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 113 (1980), S. 2221-2226 
    Details
    ISSN: 0009-2940
    Schlagwort(e): Chemistry ; Inorganic Chemistry
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Beschreibung / Inhaltsverzeichnis: Metabolites of Microorganisms, 195. The Structure of Ophiocordin, an Antibiotic with Antifungal ActivityThe structure of the antibiotic Ophiocordin (9), which exhibits antifungal activity, was elucidated by chemical degradation, mass spectrometry, and NMR. Ophiocordin contains a novel 3-amino-hexahydro-4-hydroxyazepin system (5), which is esterified with 4-hydroxybenzoic acid and connected to 3,3′,5′-trihydroxy-2,4′-carbonylbis[benzoic acid] (7) via an amide bond between the 1-carboxy group and the amino group of the azepin system.
    Notizen: Die Konstitution des antifungisch wirksamen Antibiotikums Ophiocordin (9) konnte durch chemischen Abbau, Massenspektrometrie und Kernresonanz aufgeklärt werden. Ophiocordin enthält ein neuartiges 3-Aminohexahydro-4-hydroxyazepin-System (5), an das 4-Hydroxybenzoesäure esterartig und 3,3′,5′-Trihydroxy-2,4′-carbonylbis[benzoesäure] (7) über die Carboxylgruppe in 1-Stellung säureamidartig gebunden ist.
    Zusätzliches Material: 2 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/cber.19801130617
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  • 10
    Digitale Medien
    Digitale Medien
    Zum Mechanismus der Cyclopropan-“Walk”-Umlagerung: Synthese und Eigenschaften eines optisch aktiven Diazoalkan-Addukts von Toluol; eine hochstereoselektive N2-EliminierungHerrn Professor Horst Prinzbach zum 60. Geburtstag gewidmet. (1992)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 125 (1992), S. 197-208 
    Details
    ISSN: 0009-2940
    Schlagwort(e): Azoles, optically active, thermolysis and photolysis of ; Walk rearrangement ; Chemistry ; Inorganic Chemistry
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: Mechanism of the Cyclopropane “Walk” Rearrangement: Synthesis and Properties of an Optically Active Diazoalkane-Toluene Adduct; a Highly Stereoselective N2 EliminationThe synthesis and the thermal and photochemical behavior of the optically active 2-diazo-1-methoxypropane-toluene adduct 3 are reported. The N2 elimination of 3 ocurs with one and the same stereochemical course upon thermolysis as well as direct photolysis: 7-(Methoxymethyl)-1,7-dimethyl-1,3,5-cycloheptatriene (1) is formed with retention of configuration at C-7 and 7-(methoxymethyl)-2,7-dimethyl-1,3,5-cycloheptatriene (2) with inversion of configuration at C-7. These stereochemical findings are explained by an intermediary singlet diradical 1[4] in which the ring closure between C-1 and C-7 or C-5 and C-7 is faster than the rotation around the single bond between C-6 and C-7. In the case of the thermally induced formation of 2 a concerted N2 elimination has to be considered as a competitive pathway. The results presented here are well in accord with the stereochemical analysis of the cyclopropane “walk” rearrangement 1⇋2 reported previously and are therefore a good evidence that the diradical intermediate 4 is also involved in the “walk” rearrangement. In the photochemically induced N2 elimination of 3, sensitized by benzophenone and leading again to 1 and 2, a surprisingly high degree of stereoselectivity is observed. Thus, the intermediary triplet diradical 3[4] must have a much shorter life time than ordinary 1,3-diradicals in the triplet state.
    Zusätzliches Material: 2 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/cber.19921250132
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