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  • 1
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    Anwendungen der phasentransfer-katalyse: umsetzung von dihalocarbenen mit acetalen (1978)
    Elsevier
    Details
    Publication Date: 1978-01-01
    Print ISSN: 0040-4039
    Electronic ISSN: 1873-3581
    Topics: Chemistry and Pharmacology
    Published by Elsevier
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    PAPER CURRENT
  • 2
    Electronic Resource
    Electronic Resource
    Anwendungen der Phasentransfer-Katalyse, II. Synthese von 2-Dihalogenmethyl-1,3-dioxolanen und 2-Dihalogenmethyl-1,3-dioxanen (1979)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 112 (1979), S. 2402-2412 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Applications of Phase Transfer Catalysis, II. Synthesis of 2-Dihalogenomethyl-1,3-dioxolanes and 2-Dihalogenomethyl-1,3-dioxanes2-Substituted 1,3-dioxolanes 1a-35a react with dichlorocarbene generated by phase transfer catalysis via selective C(2)-H-insertion giving the 2-dichloromethyl-1,3-dioxolanes 1b-24b. and 26b-35b. In the same way the 2-dichloromethyl-1,3-dioxanes le, 2e, 4e-6e,12e, 26e, and 30e and the 2-dibromomethyl-1,3-dioxolanes 1c, 2c, 4c-6c, 12c, 26c, 28c, and 30c are prepared.
    Notes: 2-Substituierte 1,3-Dioxolane 1a-35a reagieren mit durch Phasentransfer-Katalyse erzeugtem Dichlorcarben unter selektiver C(2)-H-Insertion zu den 2-Dichlormethyl-1,3-dioxolanen 1b-24b und 26b-35b. Ebenso entstehen die 2-Dichlormethyl-1,3-dioxane 1e, 2e, 4e-6e, 12e, 26e und 30e und die 2-Dibrommethyl-1,3-dioxolane lc, 2c, 4c-6c, 12c, 26c, 28c und 30c.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19791120707
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  • 3
    Electronic Resource
    Electronic Resource
    Anwendungen der Phasentransfer-Katalyse, VIII1) Darstellung und einige Reaktionen von tetrasubstituierten 6,6-Dihalogenbicyclo[3.1.0]hex-3-en-2-onen (1981)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 114 (1981), S. 1836-1844 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Applications of Phase Transfer Catalysis, VIII1) Synthesis and some Reactions of Tetrasubstituted 6,6-Dihalogenobicyclo[3.1.0]hex-3-en-2-onesThe reaction of tetrasubstituted cyclopentadienones 1 with dichlorocarbene or dibromocarbene gives specifically the 6,6-dihalogenobicyclo[3.1.0]hex-3-en-2-ones 2 and 3. Reductive ring opening of 2 or 3 with LiAlH4 cleanly yields the tetrasubstituted 3-halogenophenols 4 and 5. Reaction of 2 or 3 with methylmagnesium iodide leads to 2,4-cyclohexadien-1-ones 13 and to 1-halogeno-5-methylene-1,3-cyclohexadienes 14.
    Notes: Die Reaktion der tetrasubstituierten Cyclopentadienone 1 mit Dichlorcarben bzw. Dibromcarben führt spezifisch zu den 6,6-Dihalogenbicyclo[3.1.0]hex-3-en-2-onen 2 bzw. 3, deren reduktive Ringöffnung mit LiAlH4 einen einfachen Weg zu den tetrasubstituierten 3-Halogenphenolen 4 bzw. 5 darstellt. Umsetzung von 2 bzw. 3 mit Methylmagnesiumiodid ermöglicht einen neuen Zugang zu 2,4-Cyclohexadien-1-onen 13 und zu 1-Halogen-5-methylen-1,3-cyclohexadienen 14.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19811140521
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  • 4
    Electronic Resource
    Electronic Resource
    1-Brommethyl-2,2-dichlorcyclopropan als Alkylierungsreagenz (1979)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1979 (1979), S. 920-922 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: 1-Bromomethyl-2,2-dichlorocyclopropane as an Alkylation ReagentReaction of 1-bromomethyl-2,2-dichlorocyclopropane (1) with nucleophiles yields substitution products 2-7 without rearrangement of the dichlorocyclopropane system.
    Notes: Reaktion von 1-Brommethyl-2,2-dichlorcyclopropan (1) mit Nukleophilen ergibt die Substitutionsprodukte 2-7 unter Erhaltung des Dichlorcyclopropansystems.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.197919790622
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  • 5
    Electronic Resource
    Electronic Resource
    Kondensationen mit Methylendisulfonen (1974)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1974 (1974), S. 1315-1321 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Condensations with Methylene DisulfonesThe condensation between methylene bis(phenyl sulfone) (1a) and aldehydes takes place without rearrangement of a sulfonyl group. This is demonstrated by catalytic hydrogenation to the alkylidene bis(phenyl sulfones) 8. An independent synthesis for 8 is presented. Condensation of 1a with formaldehyde, on the other hand, gives the rearranged vinylene disulfone 12. - The methylene disulfones 1 are converted directly and in good yields to the Mannich bases 13 and 14, from which vinylidene disulfones 15 are obtainable.
    Notes: Bei der Kondensation von Methylenbis(phenylsulfon) (1a) mit Aldehyden erfolgt keine Umlagerung eines Sulfonrestes; das wird durch katalytische Hydrierung zu den Alkyliden-bis(phenylsulfonen) 8 und deren unabhängige Synthese gezeigt. Die Kondensation von 1a mit Formaldehyd führt dagegen zum umgelagerten Vinylendisulfon 12. - Erstmals sind die Mannich-Basen 13 und 14 von den Methylendisulfonen 1 direkt und in guten Ausbeuten hergestellt und daraus die Vinylidendisulfone 15 leicht zugänglich gemacht worden.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.197419740818
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  • 6
    Electronic Resource
    Electronic Resource
    Selektive CH-Einschiebung von freien ArylhalogencarbenenProfessor Herbert Grünewald zum 60. Geburtstag gewidmet6. Mitteilung der Reihe Anwendungen der Phasentransfer-Katalyse. -. 5. Mitteilung: K. Steinbeck, J. Chem. Res. 1980, (S) 95; (M) 1163. (1981)
    Weinheim : Wiley-Blackwell
    Zeitschrift für die chemische Industrie 93 (1981), S. 787-787 
    Details
    ISSN: 0044-8249
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/ange.19810930911
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  • 7
    Electronic Resource
    Electronic Resource
    Grignard-Verbindungen von Chlormethyl-aryl-sulfonen (1973)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 766 (1973), S. 89-97 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Grignard Compounds from Chloromethyl Aryl SulfonesThe α-Chloromethylmagnesium compounds 2 and 2′ obtained by metal-hydrogen exchange from chloromethyl aryl sulfones 1 or 1′ show no tendency to undergo α-elimination. Instead they are thermostable and give the usual reactions of Grignard compounds. Carboxylation yields arylsulfonylchloroacetic acids 4 or 4′, the reaction with carbonyl compounds gives the α-chloro-β-hydroxysulfones 7a-d or 7c′. The product (7a) formed with formaldehyde was converted to the α-chlorovinyl aryl sulfone 9 which was studied in some addition reactions. The reaction of 2 with phenyl diethyl orthoformiate gave the 2-arylsulfonyl-2-(chlorovinyl) ethyl ether 18 which may in turn be converted to the α-aminoethers 22 and the enamines 23.
    Notes: Die durch Metall-Wasserstoff-Austausch aus den Chlormethyl-aryl-sulfonen 1 und 1′ erhaltenen α-Chlor-magnesiummethyl-Verbindungen 2 bzw. 2′ zeigen keine Tendenz zur α-Eliminierung, sondern sind temperaturbeständig und geben die üblichen Reaktionen einer Grignard-Verbindung. Carboxylierung liefert die Arylsulfonylchloressigsäuren 4 bzw. 4′, Umsetzungen mit Carbonyl-Verbindungen die α-Chlor-β-hydroxy-sulfone 7a-d bzw. 7c′. Aus dem Produkt der Umsetzung mit Formaldehyd 7a wurde das α-Chlorvinyl-aryl-sulfon 9 dargestellt, mit dem einige Additionsreaktionen durchgeführt wurden. Umsetzung von 2 mit Phenyl-diäthyl-orthoformiat führt zum 2-Arylsulfonyl-2-(chlor-vinyl)-äthyl-äther 18, aus dem die α-Amino-äther 22 und die Enamine 23 zugänglich sind.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.19727660110
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  • 8
    Electronic Resource
    Electronic Resource
    Selective CH-insertion Reactions of Free ArylhalocarbenesPart 6 of the Series, Applications of Phase Transfer Catalysis. - Part 5: K. Steinbeck, J. Chem. Res. 1980, (S) 95; (M) 1163.Dedicated to Professor Herbert Grünewald on the occasion of his 60th birthday (1981)
    Weinheim : Wiley-Blackwell
    Angewandte Chemie International Edition in English 20 (1981), S. 773-774 
    Details
    ISSN: 0570-0833
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/anie.198107731
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