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  • 1
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 113 (1980), S. 171-182 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Alkylation Reactions of Thioamides, VI. Isolation of E- and Z-ThioimidatesIn a sequence of stereospecific reactions the pure geometric isomers of ortho-substituted methyl thiobenzimidates 3 were prepared from the appropriate thiobenzamides 1. E/Z ratios and barriers to isomerization were determined by means of 1H NMR measurements.
    Notes: In einer Sequenz stereospezifischer Reaktionen wurden die reinen geometrischen Isomeren ortho-substituierter Thiobenzimidsäure-methylester 3 aus den entsprechenden Thiobenzamiden 1 dargestellt. Die E/Z-Verhältnisse und Isomerisierungsbarrieren wurden durch 1H-NMR-Messungen bestimmt.
    Additional Material: 8 Tab.
    Type of Medium: Electronic Resource
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  • 2
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1982 (1982), S. 231-239 
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: 2,2,4-Trisubstituierte 2H-1,3-Oxazete - Ein neuer Typ von Heterocyclen - Eine KlarstellungEs wird gezeigt, daß die kürzlich beschriebene Reaktion von Lithiumhydrid mit Additionsprodukten aus Acylisothiocyanaten und Aminen, Methanol, sowie Methanthiol in DMF und nachfolgende Methylierung nicht zu neuen Heterocyclen - den 2,2,4-trisubstituierten 2H-1,3-Oxazeten - führt, sondern N-Acylisothioharnstoffe, N-Acylmono- und -dithioisocarbamate ergibt. Deren Strukturen werden durch IR-, Massen-, 1H-NMR- und 13C-NMR-Spektren bestätigt.
    Notes: The recently described reaction between lithium hydride and addition products of acyl isothio-cyanates with amines, methanol, and methanethiol in DMF followed by alkylation with methyl iodide is shown not to generate a new class of heterocycles - 2,2,4-trisubstituted 2H-1,3-oxazetes - but to yield N-acyl isothioureas, N-acyl mono-, and -dithioisocarbamates, respectively. The structures are confirmed by IR, mass, 1H-NMR, and 13C-NMR spectra.
    Additional Material: 8 Tab.
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  • 3
    ISSN: 0030-4921
    Keywords: Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The 13C NMR shifts of the E/Z mixtures of twelve, mainly ortho substituted, methyl N-methylthio-benzimidates have been completely assigned. The angles of twist about the aryl-imino-carbon bond were determined by means of the C-1 aryl shifts. Depending on the bulk of the ortho substituents the values vary from 18° in methyl 2-fluoro-N-methylthiobenzibenzimidate (Z) to 73° in methyl 4-bromo-N,2,6-trimethylthio-benzimidate (E). An explanation for the 13C-E/Z-N-alkyl and -S-alkyl resonances is facilitated by a new model which is initially based on the influence of electric fields. As this model is derived from amides, thioamides etc. it is possible to interpret the 13C-E/Z shifts in all related classes of compounds. The role of steric compression does not seem to be as important as was previously assumed.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
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