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  • 1
    Electronic Resource
    Electronic Resource
    The He(Iα) Photoelectron Spectra of Substituted 1,2-Dithietes (1983)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 66 (1983), S. 801-808 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The He(Iα) photoelectron (PE.) spectra of a series of substituted 1,2-dithietes have been recorded and assigned with respect to the orbital sequence derived from an STO-3G model calculation and by correlation with the PE. spectra of related compounds. The results provide additional support for the presence of a closed, four-membered ring moiety in all the 1,2-dithietes investigated. In all cases the two highest occupied molecular orbitals are b2(π)= HOMO, a2(π), with exception of 3,4-bis(trifluoromethyl)-1,2-dithiete where the sequence b2(π), a2(π) or a2(π), b2(π) is uncertain.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19830660312
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  • 2
    Electronic Resource
    Electronic Resource
    Electroreduction of organic compounds. 31. Electroreduction of 2- and 3-Chlorodibenzofuran in Deuterated Methanol (1998)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 340 (1998), S. 430-436 
    Details
    ISSN: 0941-1216
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The cathodic reduction of dibenzofuran (2), 2-chlorodibenzofuran (4), and 3-chlorodibenzofuran (1) in deuterated methanol is investigated. The Birch-type reduction product 1,4-dibenzofuran (3) is formed from 1 via 2, whereas 2-chloro-1,4-dihydrodibenzofuran (5) is obtained as by-product besides 3 from 4 as starting compound. Deuterium is only incorporated into the reduction products if CH3OD or CD3OD but not if CD3OH are used. This observation is strongly indicative of a polar mechanism involving protonation rather than a radical mechanism with hydrogen atom abstraction to be operative.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19983400505
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  • 3
    Electronic Resource
    Electronic Resource
    Darstellung von Benzo[c]thiophenen nach neueren Varianten der Hinsberg-Reaktion (1991)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 333 (1991), S. 889-893 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Preparation of Benzo[c]thiophenes Using a Modified Hinsberg-ReactionWhereas the tetrahydrobenzo[c]thiophenes 3 and 6 are easily obtained from 1 and 2 or 4 their dehydrogenation (i. e. aromatization) is difficult and the yields are low. However, the method allows to prepare hitherto unknown benzo[c]thiophenes with special substituents in the 1,3-positions.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19913330611
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  • 4
    Electronic Resource
    Electronic Resource
    Darstellung von Diaryl- und Aryl-tert-butyl-α-thioxoketonen (1981)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1981 (1981), S. 10-19 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Preparation of Diaryl and Aryl tert-Butyl α-ThioxoketonesThe preparation of the α-haloketones 6, 13-16, 19, and 20 is reported. 13 or its precursor, the acyloin 9, respectively, is conveniently obtained by a Seebach synthesis.  -  Reaction of the haloketones with tetraethylammonium thiosulfate (21) yields the Bunte salts 22-27 which form the thioketones 28-33 on cleavage with aqueous alkali. 29 is stable as a crystalline, blue monomer in contrast with other aromatic α-thioxoketones. This ist also true for the aromatic-aliphatic derivatives 30 and 31 as well as their isomers 32 and 33 which do not dimerize.
    Notes: Die Darstellung der α-Halogenketone 6, 13-16, 19 und 20 wird beschrieben. 13, bzw. seine Vorstufe 9, ist am besten durch eine Seebach-Synthese zugänglich.  -  Durch Umsetzung mit Tetraethylammonium-thiosulfat (21) erhält man aus den Halogenketonen die Bunte-Salze 22-27, die nach Spaltung mit Alkali die Thioketone 28-33 liefern. 29 ist im Gegensatz zu anderen aromatischen α-Thioxoketonen als kristallisiertes blaues Monomeres beständig. Auch die aromatisch-aliphatischen Vertreter 30 und 31 sowie ihre Isomeren 32 und 33 dimerisieren nicht.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198119810104
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  • 5
    Electronic Resource
    Electronic Resource
    Elektroreduktion organischer Verbindungen, 2. Darstellung von Dithioacetalen durch alkylierende Elektroreduktion von Dithiocarbonsäureestern (1980)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1980 (1980), S. 472-480 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Electroreduction of Organic Compounds, 21).  -  Preparation of Dithioacetals by Electroreductive Alkylation of Alkyl DithiocarboxylatesAlkyl dithiobenzoates 1 and O-methyl thiobenzoate (7) yield the benzaldehyde dithioacetals 2 or monothioacetals 8, respectively, by electroreduction in the presence of alkyl halides. The S-acylal 3b is formed from ethyl dithiobenzoate 1b in the presence of acetic anhydride.  -  The dithioacetals 5 and the ketene dithioacetals 6 are obtained by co-electroreduction of methyl dithiopropionate (4) with alkyl halides.  -  Conclusions about the reaction mechanism are drawn from voltammetric measurements.
    Notes: Dithiobenzoesäureester 1 und Thiobenzoesäure-O-methylester (7) liefern bei der Elektroreduktion in Gegenwart von Alkylhalogeniden die Benzaldehyd-dithioacetale 2 bzw. -monothioacetale 8; in Gegenwart von Acetanhydrid entsteht aus dem Ethylester 1b das S-Acylal 3b.  -  Die Koelektroreduktion von Dithiopropionsäure-methylester (4) mit Alkylhalogeniden ergibt neben den Dithioacetalen 5 die Keten-dithioacetale 6.  -  Aus voltammetrischen Messungen werden Rückschlüsse auf den Reaktionsmechanismus gezogen.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198019800316
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  • 6
    Electronic Resource
    Electronic Resource
    Darstellung neuer vicinaler Tricarbonylverbindungen und einiger ihrer Schwefelanaloga (1983)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1983 (1983), S. 1694-1711 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Preparation of New Vicinal Tricarbonyl Compounds and Some of Their Sulfur AnaloguesMesoxalamides 5, benzoylglyoxylamides 19, and pivaloylglyoxylamides 26 are prepared from the corresponding malonamides 4, benzoylacetamides 17 and pivaloylacetamides 24, respectively, by suitable oxidation reactions. Some of the sulfur analogues of 5, 19, and 26, including the first stable 2-thiomesoxalic acid derivative 11b, are also obtained. The spectroscopic properties of the compounds are discussed.
    Notes: Durch geeignete Oxidationsreaktionen gelingt die Überführung der Malonamide 4 in Mesoxalamide 5, der Benzoylacetamide 17 in Benzoylglyoxylamide 19 und der Pivaloylacetamide 24 in Pivaloylglyoxylamide 26. Auch Schwefelanaloga von 5, 19 und 26, darunter das erste stabile 2-Thiomesoxalsäurederivat 11b sind zugänglich. Die spektroskopischen Eigenschaften der dargestellten Verbindungen werden diskutiert.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198319831006
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  • 7
    Electronic Resource
    Electronic Resource
    Elektroreduktion organischer Verbindungen, 1. Kondensationsreaktionen des Acetonitrils mit Hilfe elektrogenerierter Basen (1980)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1980 (1980), S. 461-471 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Electroreduction of Organic Compounds, 1.  -  Condensation Reactions of Acetonitrile with the Aid of Electrogenerated BasesElectrochemical reduction of alkyl benzoates in dry acetonitrile yields benzoylacetonitrile (2). Methyl 3-cyano-2-hydroxy-2-phenylpropionate (7) is obtained from methyl phenylglyoxalate (5) under the same conditions.  -  Analogously β-dialkylaminocinnamonitriles 9 can be obtained from N,N-dialkylthiobenzamides 8. N,N-Dimethylbenzamide (10) yields β-dimethylamino-cinnammonitrile (9a) on electoreduction in the presence of azobenzene as a probase by catalytical generation of acetonitrile anions.
    Notes: Die elektrochemische Reduktion von Benzoesäureestern in wasserfreiem Acetonitril liefert Benzoylacetonitril (2). Aus Phenylglyoxylsäure-methylester (5) entsteht unter gleichen Bedingungen 3-Cyan-2-hydroxy-2-phenylpropionsäure-methylester (7).  -  Analog können aus N,N-Dialkylthiobenzamiden 8 β-Dialkylaminozimtsäurenitrile 9 erhalten werden. Aus N,N-Dimethylbenzamid (10) entsteht β-Dimethylaminozimtsäurenitril (9a) bei der Elektroreduktion in Gegenwart von Azobenzol als Probase durch die katalytische Erzeugung von Acetonitrilanionen.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198019800315
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  • 8
    Electronic Resource
    Electronic Resource
    α-Oxo- und α-Thioxothioamide aus Methylketonen (1983)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1983 (1983), S. 1116-1132 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: α-Oxo- and α-Thioxothioamides from Methyl KetonesMixtures of α-(chloro)sulfenyl chlorides 5 and trisulfides 6 are obtained from the reaction of thionyl chloride with methyl ketones in the presence of pyridine. From these mixtures as well as from the pure trisulfides 6, with amines the α-oxothioamides 1-4 are formed with good yields. Thionation of the thioamides 1 and 2 yields the deeply coloured α-thioxothioamides 16 and 17, the structure of which has been especially characterized by X-ray structure analyses.
    Notes: Bei der Reaktion von Methylketonen mit Thionylchlorid in Gegenwart von Pyridin entstehen Gemische aus α-(Chlor)sulfenylchloriden 5 und Trisulfiden 6, die - ebenso wie die reinen Trisulfide 6 - mit Aminen hohe Ausbeuten an α-Oxothioamiden 1-4 liefern. - Schwefelung der Thioamide 1 und 2 ergibt die tieffarbigen α-Thioxothioamide 16 und 17, deren Struktur insbesondere durch Röntgenstrukturanalysen charakterisiert wird.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198319830705
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  • 9
    Electronic Resource
    Electronic Resource
    Über die Oxydationsprodukte von Thiocarbonsäureamiden, VI. Methylierung von Thiocarbonsäureamid-S-oxyden mit Diazomethan (1962)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 660 (1962), S. 60-73 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Im Gegensatz zu offenkettigen Thioamiden lassen sich Thioamid-S-oxyde mit Diazomethan methylieren. Die Methylierung erfolgt am Stickstoff der Thioamidgruppe. Aus Thiobenzanilid- und Thiobenz-p-toluidid-S-oxyd konnten kristalline Methylierungsprodukte erhalten werden. In den anderen Fällen wurden die Methylierungsprodukte durch Papier- und Dünnschichtchromatographie identifiziert. Der Methylierungsverlauf wird unter Berücksichtigung einer beim N-Methyl-thiobenzamid-S-oxyd auftretenden Besonderheit diskutiert.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.19626600108
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  • 10
    Electronic Resource
    Electronic Resource
    Über die Oxydationsprodukte von Thiocarbonsäureamiden, XII. Oxydationsreaktionen an Thiolimidestern und N-Heteroaromaten mit α- und γ-ständigen Thiocarbonylgruppen (1966)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 695 (1966), S. 77-86 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Thiolimidester 1 werden durch Perbenzoesäure zu Amiden oxydiert. Pyridinthione-(2), Pyridinthion-(4) und Purinthione-(6) ergeben mit Wasserstoffperoxid S-Oxide, die aber leicht zu Disulfiden (z. B. 20, 24, 31) sowie in basischem Milieu zu Sulfonsäuren (z. B. 21, 25, 29) weiterreagieren. Das 6-Thio-theophyllin-S-oxid (38) wurde rein isoliert.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.19666950110
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