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  • 1
    Electronic Resource
    Electronic Resource
    Halogen-Kohlenstoff-Schwefel-Verbindungen: Zur Chemie von 1,1,1,4,4,4-Hexafluor-2-buten-2,3-bissulfenylchlorid (1994)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 127 (1994), S. 533-539 
    Details
    ISSN: 0009-2940
    Keywords: Bissulfenyl chlorides ; fluoro substituted ; 1,3-Dithioles ; 1,3,2-Dithiazoles ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Halogen-Carbon-Sulfur Compounds: Syntheses with 1,1,1,4,4,4-Hexafluoro-2-butene-2,3-bissulfenyl ChlorideThe bifunctional bissulfenyl chloride 3 is obtained by chlorination of the dithiete 1 or tetrathiocine 2. By excessive chlorination the saturated bissulfenyl chloride 4 is formed. 3 reacts with primary amines to yield the 1,3,2-dithiazoles 5a-e, whereas by reactions with active methylene compounds like ketones or β-dicarbonyls the compounds 7-14 are obtained with HCl elimination. 13 as well as 14 are converted into the carboxylic acid 15 from which the 1,3-dithiole 17 is obtained by decarboxylation. 3 reacts with disulfene to form tetrakis-(trifluoromethyl)tetrathiafulvalene as well as 4,4′,5,5′-tetrakis(trifluoromethyl)-2,2′-spirobi[1,3-dithiole] (18), whose crystal structure has been determined.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19941270312
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  • 2
    Electronic Resource
    Electronic Resource
    Halogen - Kohlenstoff - Schwefel-Verbindungen: Synthese und Reaktionsverhalten von 4,5-Bis(trifluormethyl)-1,3-dithiol-Derivaten (1991)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 124 (1991), S. 2025-2031 
    Details
    ISSN: 0009-2940
    Keywords: 1,3-Dithioles ; Thione oxides ; Ketazines ; Tetrazenes ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Halogen - Carbon - Sulfür Compounds: Synthesis and Modes of Reactions of 4.5-Bis(trifluoromethyl)-1,3-dithiole DerivativesThe chemistry of the bis(trifluoromethyl)-1,3-dithiole system is thoroughly investigated starting from the 2-thione 6. By its oxidation the sulfine 2 and the ketone 7 are obtained. Further oxidation of 2 leads to the spiro compound 3. By chlorination of 6 the 2-sulfenyl chloride 5 is obtained, which can be desulfurized by PCl3 to the 2,2-dichloro compound 10. The best method for the preparation of the latter is the reaction of 6 with PCl5. Hydrolysis of 10 yields again the ketone 7. By reaction of 1,2-ethanedithiol with 10 the spiro compound 11 is obtained, the reaction of which with hexafluoro-2-butyne also affords 3. 10 reacts with primary amines to the 2-imines 9a and 9b, whereas 5 under similar conditions reacts via the thione S-imides 4a and 4b to 9a (with sulfur extrusion) or in a rearrangement reaction to the 1,2,4-trithiine 1. The preparation of the tosyl hydrazone 12 does not open an access to the diazo compound 16, neither does the reaction of 10 with hydrazine, which yields the ketazine 14. The homogeneous reaction of disilylhydrazine and 10 produced the tetrazene 17, which is a dimer of 16 and decomposes at its high melting point to the ketazine 14.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19911240924
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  • 3
    Electronic Resource
    Electronic Resource
    Halogen - Kohlenstoff - Schwefel-Verbindungen: Synthesen mit 2-Methylthio-4,5-bis(trifluormethyl)-1,3-dithiolium-trifluormethansulfonat (1993)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 126 (1993), S. 2111-2118 
    Details
    ISSN: 0009-2940
    Keywords: 1,3-Dithiolium salts, 2-amino-, 2-methylthio- ; Reactions with phenoles and active methylene compounds ; Hydration ; 1,3-Dithioles ; Phosphonium salts ; Phosphoranes ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Halogen - Carbon - Sulfur Compounds: Syntheses with 2-Methylthio-4,5-bis(trifluoromethyl)-1,3-dithiolium TrifluoromethanesulfonateBy reactions of the strongly electrophilic 2-methylthio-4,5-bis-(trifluoromethyl)-1,3-dithiol-2-ylium trifluoromethanesulfonate (6) with nucleophiles like secondary amines, phenoles and active methylene compounds the new 2-amino-1,3-dithiolium salts 11 a - e and 1,3-dithiol-2-ylidene compounds 5-10, 12 were obtained. The 1,3-dithiolium salts 14 were prepared in two different ways. Reaction with PPh3 yields the phosphonium salt 16, from which the ethylidene compound 20 was obtained via the intermediate phosphorane 18. The crystal structures of 7, 16 and of the fulvalene 19 were determined.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19931260922
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