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  • Articles: DFG German National Licenses  (7)
  • 1990-1994  (5)
  • 1985-1989  (2)
  • Inorganic Chemistry  (7)
  • 1,3-Dithietane 1,1,3,3-tetraoxide
Source
  • Articles: DFG German National Licenses  (7)
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Year
Keywords
  • 1
    Electronic Resource
    Electronic Resource
    Kurzmitteilung/Short Communication Generation and Trapping of Dichlorothioketene (1991)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 124 (1991), S. 1485-1487 
    Details
    ISSN: 0009-2940
    Keywords: Thioketenes ; Flash-vacuum pyrolysis ; Diels-Alder reaction ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Flash-vacuum pyrolysis of 2,4-bis(dichloromethylene)-1,3-dithietane (1) at 820°C furnishes dichlorothioketene (2a) which may be trapped with cyclopentadiene (3) in a [4+2] cycloaddition. The constitution 4a of the product is confirmed by an X-ray structural analysis of the related cycloadduct 4b.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19911240626
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    Paper (German National Licenses)
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  • 2
    Electronic Resource
    Electronic Resource
    Unerwartete Diels-Alder- und Oxidations-Reaktionen von Benzo[c]thiophenen (1990)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 123 (1990), S. 2065-2068 
    Details
    ISSN: 0009-2940
    Keywords: Benzo[c]thiophenes ; Oxidation ; Quinones ; Sulfines ; Diels-Alder reaction ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Unexpected Diels-Alder and Oxidation Reactions of Benzo[c]thiophenesThe oxidation of thiophenes by peracids to form thiophene S-oxides could not be carried out with benzo[c]thiophenes. With the sterically hindered compound 1a the quinones 2 and 3 were produced whereas the anisyl-substituted derivative 1b formed the sulfine 5. Significantly different behaviour of 1a and 1b was also observed for the Diels-Alder reaction with N-phenylmaleimide. The unexpected and unusual adduct 6 was the only product formed from 1a, with low yield though, whereas the normal Diels-Alder adduct was obtained from 1b.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19901231019
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    Paper (German National Licenses)
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  • 3
    Electronic Resource
    Electronic Resource
    The 2,4-Bis(diphenylmethylene)-1,3-cyclobutane-dione Diradical Dianion and its Sulphur Analogues2) (1991)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 124 (1991), S. 1397-1402 
    Details
    ISSN: 0009-2940
    Keywords: Cyclobutane-1,3-diones ; Cyclobutane-1,3-dithiones ; Radical anions ; Diradical dianions ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 2,4-Bis(diphenylmethylene)-1,3-cyclobutanedione (1) is transformed into its sulphur analogues 2 and 3 with Lawesson's or Davy's reagent 5a,b. An X-ray structural analysis is performed on 3. The electrochemistry of these compounds is surveyed. The products of the electrochemical reduction exhibit ESR spectra, which could not be attributed to the radical anions 1-•, 2-•, and 3-•. Extensive semiempirical AM1/Cl calculations suggest the spectra to correspond to the diradical dianions. The experimental data are discussed in terms of the theoretical results.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19911240613
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    Paper (German National Licenses)
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  • 4
    Electronic Resource
    Electronic Resource
    The 2,4-Bis(diphenylmethylene)-1,3-cyclobutane-dione Diradical Dianion and Its Sulphur Analogues (1991)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 124 (1991), S. 1885-1885 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19911240832
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    Paper (German National Licenses)
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  • 5
    Electronic Resource
    Electronic Resource
    Cycloadditionsreaktionen von Heterocumulenen, XXIX. Reaktion von Thioketenen mit Isocyanaten (1988)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 121 (1988), S. 689-699 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Cycloaddition Reactions of Heterocumulenes, XXIX.  -  Reactions of Thioketenes with IsocyanatesThe [2 + 2] cycloaddition of thioketenes 1a-f to isocyanates 2a-f yields 4-thioxo-2-azetidinones 3 as main products, which may isomerize to 4-imino-2-thietanones 5. In competing reactions, 2,4-azetidinediones 8, N-sulfonylamides 9, and 3H-1,2,4-dithiazoles 15 are formed. Thioketenes 1 react with chlorosulfonyl isocyanate (20b) to give N-unsubstituted 4-thioxo-2-azetidinones 22. Depending on the thioketene 1 and the reaction conditions, compounds 23-26 also result. The constitutions of 15b and 23a were determined by X-ray structural analyses.
    Notes: Die [2 + 2]-Cycloaddition der Thioketene 1a-f an die Isocyanate 2a-f liefert als Hauptprodukt 4-Thioxo-azetidinone 3, die sich zu 4-Imino-2-thietanonen 5 isomerisieren können. In Konkurrenzreaktionen werden 2,4-Azetidindione 8, N-Sulfonylamide 9 und 3H-1,2,4-Dithiazole 15 gebildet. Mit Chlorsulfonylisocyanat (20b) reagieren die Thioketene 1 zu N-unsubstituierten 4-Thioxo-2-azetidinonen 22. Je nach Thioketen 1 und Reaktionsführung resultieren auch die Verbindungen 23-26. Die Konstitution von 15b und 23a wurde durch Röntgenstrukturanalyse bestimmt.
    Additional Material: 6 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19881210416
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    Paper (German National Licenses)
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  • 6
    Electronic Resource
    Electronic Resource
    Thioketen-Synthesen, VII. Thioketene durch [3 + 2]-Cycloreversion von 1,3-Dithiolan-Derivaten (1988)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 121 (1988), S. 1165-1175 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Thioketene Syntheses, VIII.  -  Thioketenes by [3+2] Cycloreversion of 1,3-Dithiolane Derivatives2-Alkylidene-1,3-dithiolanes are transformed into S,S-dioxides 1 and S-ethyl- 2 or S-arylsulfonium salts 3. After deprotonation at C-5 they form in a [3 + 2] cycloreversion thioketenes 5, which can be trapped as thioamides 17, 18. The stabilized thioketenes 5e, i-k afford 1:1 cycloadducts 24a, b, 27a-d with azomethines; in addition, thioketene 5j provides a dimer 28j, which was characterized by an X-ray structural investigation.
    Notes: 2-Alkyliden-1,3-dithiolane werden in S,S-Dioxide 1 und S-Ethyl-2 oder S-Arylsulfonium-Salze 3 übergeführt. Nach Deprotonierung an C-5 bilden sich in einer [3 + 2]-Cycloreversion Thioketene 5, die als Thioamide 17, 18 abgefangen werden können. Die stabilisierten Thioketene 5e,i-k liefern mit Azomethinen 1: 1-Cycloaddukte 24a,b, 27a-d; das Thioketen 5j reagiert daneben zu einem Dimeren 28j, das durch Röntgenstrukturanalyse charakterisiert wurde.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19881210624
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  • 7
    Electronic Resource
    Electronic Resource
    New Cyclopropyl Building Blocks for Organic Synthesis, 21. Diels-Alder Reactions of Methyl 2-Chloro-2-cyclopropylideneacetate with Electron-Rich Dienes: Synthesis of Potential Intermediates for Illudin M (1994)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 127 (1994), S. 1051-1064 
    Details
    ISSN: 0009-2940
    Keywords: Cyclopropyl building blocks ; Strained compounds ; [4 + 2] Cycloaddition ; Regioselectivity ; Epoxides, regioselective cleavage of ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 1-Ethoxy- (8a) and 1-(trimethylsilyloxy)-1,3-pentadiene (8b) cycloadded to 2-chloro-2-cyclopropylideneacetate 6 to give low yields of endo/exo-9a and -9b, respectively. On the other hand, furans 5a-d added 6 (5b and 5d reacted regioselectively) to afford mixtures of the corresponding [4 + 2] cycloadducts endo-11a-d and exo-11a-d in good to high yields. 2-Methyl-5-(trimethylsilyloxy)furan (5e) yielded a mixture of the four cycloadducts endo/exo-11e and endo/exo-12e, which upon attempted purification on silica gel underwent facile hydrolysis to give bicyclic hemiacetals endo/exo-13 and 4-hydroxycyclo-2-hexen-1-ones endo/exo-14, respectively. Similarly endo/exo-11f, and endo/exo-12f, obtained from 2-methoxy-5-methylfuran (5f) and 6, upon hydrolysis in the presence of silica gel gave endo/exo-13 and endo/exo-14 respectively. The structures of endo-14 and exo-12f were established by X-ray crystallography. In the presence of florisil, the epoxides endo-and exo-16 were formed from trimethylsilyloxy-substituted cycloadducts endo/exo-11e. Selective reduction of the α-chlorocarboxylate functionality in the cycloadducts endo-11a-d,f with LiBH4, followed by base-catalyzed cyclization of the resulting chlorohydrins endo-21a-d, f yielded the corresponding epoxides endo-22a-d,f in 22-73% overall yield. Under identical conditions, the cycloadducts exo-11a-f could not be reduced to the corresponding chlorohydrins exo-21a-f. Regioselective reduction of the acetal epoxide endo-22f to the tertiary alcohol endo-23f was achieved with sodium dihydrobis(2-methoxyethoxy)aluminate (Red-Al®). On stirring with moist silica gel, the bicyclic acetals endo-22d,f and endo-23f cleanly hydrolysed to the highly substituted spiro[2.5]oct-6-en-5-ones endo-24d,f (26 and 24% overall yields, respectively, in four steps from 5d,f and 6) and endo-25f, respectively (23% overall yield in five steps from 5f and 6).
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19941270614
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