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  • Vicarious nucleophilic substitution  (2)
  • Intramolecular vicarious nucleophilic substitution of hydrogen  (1)
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  • 1
    Electronic Resource
    Electronic Resource
    Reactions of Organic Anions, 160. Synthesis of Heptafulvene Derivatives by Vicarious Nucleophilic Substitution of Hydrogen in Tropylium Tetrafluoroborate (1989)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1989 (1989), S. 95-97 
    Details
    ISSN: 0170-2041
    Keywords: Carbanions ; Heptafulvenes ; Tropylium tetrafluoroborate ; Vicarious nucleophilic substitution ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Tropylium tetrafluoroborate reacts with tertiary carbanions bearing leaving groups at the carbanionic center yielding covalent adducts. Some of them can be transformed into heptafulvenes or tropylium derivatives.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198919890120
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  • 2
    Electronic Resource
    Electronic Resource
    Reactions of 3-Nitro-ν-benzylideneacetophenone with Carbanions Containing Leaving Groups (1998)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1998 (1998), S. 2229-2235 
    Details
    ISSN: 1434-193X
    Keywords: 3-Nitro-ω-benzylideneacetophenone ; Carbanions ; Michael addition ; Intramolecular vicarious nucleophilic substitution of hydrogen ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 3-Nitro-ω-benzylideneacetophenone (1) reacts with carbanions containing leaving groups to give addition products to the electrophilic side chain. As a result of conjugated addition and subsequent intramolecular vicarious nucleophilic substitution of hydrogen (VNS) in the nitroaromatic ring of 1 in the position para to the nitro group, 4-cyano-7-nitro-3-phenyl-1,2,3,4-tetrahydronaphthalen-1-one and 4-cyano-7-nitro-3-phenylnaphth-1-ol are obtained. Smooth intramolecular VNS in the position para to the nitro group was observed for 4-chloro-1-(3-nitrophenyl)-3-phenyl-4-(p-tosyl)butanol.
    Type of Medium: Electronic Resource
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  • 3
    Electronic Resource
    Electronic Resource
    Some Reactions of the Chloromethyl trans-β-Styryl Sulfone Carbanion (1997)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1997 (1997), S. 2337-2340 
    Details
    ISSN: 0947-3440
    Keywords: Carbanions ; Chloromethyl β-styryl sulfone ; Nitroarenes ; Phase-transfer catalysis ; Vicarious nucleophilic substitution ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The chloromethyl trans-β-styryl sulfone carbanion reacts with benzaldehyde and acrylonitrile under phase-transfer catalysis conditions to give 2-phenyl-3-(trans-β-styrylsulfonyl)oxirane and bis(2-cyanoethyl)chloromethyl trans-β-styryl sulfone, respectively, and with nitroarenes to form the products of vicarious nucleophilic substitution of hydrogen.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.199719971122
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