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  • Inorganic Chemistry  (61)
  • General Chemistry  (44)
  • 1975-1979  (105)
  • 1
    Electronic Resource
    Electronic Resource
    Gekoppelte Elektrodenreaktionen, II. Benzonitril als Reaktionsmedium für anodisch erzeugte Carbeniumionen (1975)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 108 (1975), S. 967-972 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Coupled Electrode Reaction, II. Benzonitrile as a Reaction Medium for Anodically Generated Carbenium IonsBy electrolysis of pivalic acid and isobutyric acid in benzonitrile/isopropyl alcohol in undivided cells N alkylated benzylamines and N,N′-diisopropyl-1,2- diphenylethylenediamine are isolated in a total yield up to 60 percent of the condensed reaction products. The reaction path is explained by anodically generated carbenium ions which react with bezonitrile forming nitrilium ions 3. These are reduced at the cathode (6, 8) or are hydrodimerized (7). The details and the formation of by-products are discussed.
    Notes: Bei der Elektrolyse von Pivalinsäure und Isobuttersäure in Benzonitril/Isopropylalkohol in ungeteilten Zellen werden in einer Gesamtausbeute bis zu 60% der kondensierten Reaktions-produkte N-alkylierte Benzylamine und N,N′-Diisopropyl-1,2-dipnhenyläthylendiamin isoliert. Der Reaktionsverlauf wird über anodisch erzeugte Carbeniumionen erklärt, die mit Benzonitril zu Nitriliumionen 3reagieren. Diese werden an der Kathode reduziert (6, 8) oder hydrodimerisiert (7). Die Einzelheiten und die Bildung von Nebenprodukten werden besprochen.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19751080329
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  • 2
    Electronic Resource
    Electronic Resource
    Protophane und Polyaromaten, XXII. Nucleophile Alkylierung und Arylierung des 2,2′-Bipyridyls (1976)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 109 (1976), S. 3864-3868 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Protophanes and Polyaromatics, XXII Nucleophilic Alkylation and Arylation of 2,2′-Bipyridyl2,2′-Bipyridyl was alkylated by nucleophilic substitution for the first time. The reaction with methyl or n-butyllithium yielded very selectively either the 6-alkyl- or the 6,6′dialkyl compound (41 - 64%) depending on the conditions. Applying relatively low temperatures it was possible to prepare 6-aryl-2,2′-bipyridyls (aryl = phenyl, 2-pyridyl) in medium yields. In a competition experiment with n-butyllithium 2,2′bipyridyl was significantly more electrophilic than pyridine.
    Notes: 2,2′-Bipyridyl konnte erstmals nucleophil alkyliert werden. Bei der Umsetzung mit Methyl- und n-Butyllithium entstand je nach den Bedingungen sehr selektiv die 6-Alkyl- oder 6,6′-Dialkyl Verbindung (41 - 64%). Die Anwendung relativ tiefer Temperaturen erlaubte in mittlerer Ausbeute auch die Darstellung von 6-Aryl-Verbindungen (Aryl = Phenyl, 2-Pyridyl). Im Konkurrenzversuch zeigte 2,2′-Bipyridyl gegenüber n-Butyllithium deutlich höhere elektrophile Aktivität als Pyridin.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19761091214
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  • 3
    Electronic Resource
    Electronic Resource
    1,3-Anionische Cycloadditionen, XV. Reaktionen von trans,trans-1,3-Diphenyl-2-azaallyllithium mit Heterokumulenen (1977)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 110 (1977), S. 651-655 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: 1,3-Anionic Cycloadditions, XV. Reactions of trans,trans-1,3-Diphenyl-2-azaallyllithium with Heterocumulenestrans,trans-1,3-Diphenyl-2-azaallyllithium (1) reacts with phenylisocyanate, phenylisothiocyanate, and methylisothiocyanate to give an imidazolidine-4-one (2a) or imidazolidine-4-thione (2b, c), respectively. When reacting with carbon disulfide or dicyclohexylcarbodiimide (symmetrical heterocumulenes) the cycloaddition is followed by a fast secondary reaction (→ 4, 7).
    Notes: trans,trans-1,3-Diphenyl-2-azaallyllithium (1) cycloaddiert sich regiospezifisch an die CN-Doppel-bindung des Phenylisocyanats sowie Phenyl- und Methylisothiocyanats unter Bildung eines Imidazolidin-4-ons (2a) bzw. -4-thions (2b, c). Bei entsprechenden Umsetzungen mit den symmetrischen Heterokumulenen Schwefelkohlenstoff und Dicyclohexylcarbodiimid folgt der Cycloaddition jeweils eine schnelle Sekundärreaktion (→4, 7).
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19771100227
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  • 4
    Electronic Resource
    Electronic Resource
    1,3-Anionische Cycloadditionen, XIII. endo-exo-Isomere Cycloaddukte aus trans,trans-1,3-Diphenyl-2-azaallyllithium und Acenaphthylen (1977)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 110 (1977), S. 638-644 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: 1,3-Anionic Cycloadditions, XIII. endo-exo-Isomeric Cycloadducts of trans,trans-1,3-Diphenyl-2-azaallyllithium and Acenaphthylenetrans,trans-1,3-Diphenyl-2-azaallyllithium adds at O or -70°C to acenaphthylene with retention of configuration to give a mixture of N-lithio-syn- and N-lithio-anti-7,9-diphenyl-7,8,9,9a-tetrahydro-6bH-acenaphtho[1,2-c]pyrrole (3a, 4a, R = Li) (ca. 1:1). The syn-isomer (endo-cycloadduct) rearranges to the anti-isomer (exo-cycloadduct) at +35°C.
    Notes: trans,trans-1,3-Diphenyl-2-azaallyllithium (1) cycloaddiert sich bei O oder -70°C unter Retention an Acenaphthylen zu einem Gemisch von N-Lithio-syn- und N-Lithio-anti-7,9-diphenyl-7,8,9,9a-tetrahydro-6bH-acenaphtho[1,2-c]pyrrol (3a, 4a, R = Li) (ca. 1:1). Das syn-Isomere (endo-Cycloaddukt) lagert sich bei +35°C in das anti-Isomere (exo-Cycloaddukt) um.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19771100225
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  • 5
    Electronic Resource
    Electronic Resource
    Erzeugung von und Olefinierung mit α-S-, -Se-, -Si- und -Sn-perheterosubstituierten (Trimethylsilyl)methyllithium-Verbindungen (1977)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 110 (1977), S. 852-866 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Generation of and Olefination with α-S-, -Se-, -Si-, and -Sn-perheterosubstituted (Trimethylsilyl)-methyllithium DerivativesThe Peterson-olefination reaction of equation (1) is used to prepare ketenedithio- 5, ketenediseleno acetals 8, trimethylsilyl- 11, 1,1-bis(trimethylsilyl)- 12, 1-alkylthio- and 1-arylthio-1-silyl- 16, as well as 1-alkylthio- and 1-arylthio-1-stannyl olefins 19 from the α-silyllithium compounds 4, 7b, 9, 10, 15, and 18, respectively. New or improved productive methods of generation of these olefinating reagents are described. The scope and limitations of the present olefinations are discussed.
    Notes: Mit der Peterson-Olefinierungsreaktion der Gl. (1) werden aus den α-Silyllithium-Verbindungen 4, 7b, 9, 10, 15 und 18 Ketendithio- 5 bzw. Ketendiselenoacetale 8, Trimethylsilyl- 11, 1,1-Bis(trimethylsilyl)- 12, 1-Alkylthio- und 1-Arylthio-1-silyl- 16, sowie 1-Alkylthio- und 1-Arylthio-1-stannylolefine 19 hergestellt. Für die Olefinierungsreagentien 7b, 9, 10, 15 und 18 werden neue oder verbesserte, ergiebige Erzeugungsmethoden beschrieben. Die Grenzen der Anwendbarkeit der Olefinierungsreaktionen werden diskutiert.
    Additional Material: 5 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19771100307
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  • 6
    Electronic Resource
    Electronic Resource
    Neue Reagenzien, II. 1-Phenyl-1,2-diazaallyllithium: Darstellung und Reaktionen (1977)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 110 (1977), S. 3034-3039 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: New Reagents, II. 1-Phenyl-1,2-diazaallyllithium: Preparation and Reactions1-Phenyl-1,2-diazaallyllithium (1a) reacts with primary alkyl halides at N-1 to give formaldehyde alkylphenylhydrazones (2a-c) and with aldehydes and ketones at C-3 to yield α-hydroxyaldehyde phenylhydrazones (3a-e). With acenaphthylene 1,3-anionic cycloaddition occurs with formation of the tetrahydropyrazol derivative 6b. Cycloaddition of 1,3-diphenyl-1,2-diazaallyllithium (1b) to benzyne leads to 1,3-diphenyl-1H-indazole (8).
    Notes: 1-Phenyl-1,2-diazaallyllithium (1a) reagiert mit prim. Alkylhalogeniden an N-1 zu Formaldehydalkylphenylhydrazonen (2a-c), mit Aldehyden und Ketonen an C-3 zu α-Hydroxyaldehydphenylhydrazonen (3a-e) und mit Acenaphthylen unter 1,3-anionischer Cycloaddition zum Tetrahydropyrazol-Derivat 6b. Die Cycloaddition von 1,3-Diphenyl-1,2-diazaallyllithium (1b) an Dehydrobenzol führt zu 1,3-Diphenyl-1H-indazol (8).
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19771100909
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  • 7
    Electronic Resource
    Electronic Resource
    Einfache Synthesen von Schwefel-Stickstoff-Verbindungen (1977)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 110 (1977), S. 2695-2698 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Easy Syntheses of Sulfur-Nitrogen CompoundsThe sulfonamide CF3SO2NH2 (2a) reacts with S3N2Cl2 1, which can be prepared from urea and S2Cl2, to yield S3N3SO2CF3 3 with formation of hydrogen chloride while CH3SO2NH2 (2b) yields (CH3SO2NSN)2S 4 under cleavage of the ring system of 1. Under similar conditions 1 reacts with SO2(NH2)2 to form S4N4O2 5. The structure of 5 is confirmed by X-ray analysis. The hydrolysis of 1 with anhydrous formic acid or acetic anhydride yields S3N2O 6. Five-membered S3N2-rings 9a-c are formed by the reaction of S4N4 with the anhydrides (FSO2)2O, (CF3CO)2O, and (CCl3CO)2O.
    Notes: Das Sulfonsäureamid CF3SO2NH2 (2a) reagiert mit S3N2Cl2 1, das aus Harnstoff und S2Cl2 hergestellt werden kann, unter Chlorwasserstoffabspaltung zu S3N3SO2CF3 3, während CH3SO2NH2 (2 b) unter Ringspaltung (CH3SO2NSN)2S 4 bildet. 1 und SO2(NH2)2 ergeben unter ähnlichen Bedingungen S4N4O2 5, dessen Struktur durch Röntgenstrukturanalyse bestätigt wird. Die Hydrolyse von 1 liefert mit wasserfreier Ameisensäure oder Acetanhydrid S3N2O 6. Fünfgliedrige S3N2-Ringe 9a-c lassen sich auch darstellen, wenn S4N4 mit den Anhydriden (FSO2)2O, (CF3CO)2O und (CCl3CO)2O umgesetzt wird.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19771100804
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  • 8
    Electronic Resource
    Electronic Resource
    Neue Reagenzien, I. Nucleophile Aminomethylierung von Ketonen und organischen Halogeniden mit 1,1-Diphenyl-2-azaallyllithium sowie Synthese von 2-Azadienen (1977)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 110 (1977), S. 2659-2664 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Nucleophilic Aminomethylation of Ketones and Organic Halides with 1,l-Diphenyl-2-azaallyllithiumN-(Diphenylmethylene)methylamine (1a) is metalated to 1,1-diphenyl-2-azaallyIlithium (1b) by lithium diisopropylamide. Ketones react with 1b and subsequently with water to give alkylidene-amino alcohols(2). These compounds give rise to β-amino alcohols 3( = aminomethylation product) on hydrolytic cleavage with acids, whereas dehydration with thionyl chloride/pyridine provides an entry to the 2-aza-1,3-butadienes 4. Organic halides ( = alkyl bromides, allyl bromide) react with 1b to yield imines 5 which on acidic hydrolysis form amines 6 (= aminomethylation product).
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19771100724
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  • 9
    Electronic Resource
    Electronic Resource
    Neue Reagenzien, IV. CC-Verknüpfungen durch Organo-Kupferverbindungen mit stabilisierenden elementorganischen Gruppen (1977)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 110 (1977), S. 3930-3934 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: New Reagents, IV. CC-Bond Formation by Organo-copper(I) Compounds with Stabilizing Elementorganic GroupsOrgano-copper(I) compounds (1a-d) with (C6H5)2P(O)—, (C6H5)2P—, or C6H5—SO2— at the metal bearing sp3-C-atom are surprisingly stable in ether or THF and react with organic iodides to give substitution products with a new CC-bond. The substitution reaction with iodomethyl phenyl sulfon (2a) merits special interest since on reacting 2a with organo-lithium compounds lithiation occurs only.
    Notes: Organo-Kupfer(I)-Verbindungen (1a-d) mit den Gruppen (C6H5)2P(O)—, (C6H5)2P— oder C6H5—SO2— am metallbindenden sp3-C-Atom sind in Ether oder THF auffallend stabil und reagieren mit organischen Iodiden unter CC-Verknüpfung. Von besonderem Interesse sind die an Iodmethyl-phenyl-sulfon (2a) erzielten Substitutionsreaktionen, da 2a bei Umsetzung mit Organo- Lithiumverbindungen lediglich lithiiert wird.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19771101224
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  • 10
    Electronic Resource
    Electronic Resource
    Heterocyclopolyaromaten, VI: Heterocyclotetraaromaten mit gleichartigen aromatischen Ringgliedern (1978)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 111 (1978), S. 1330-1336 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Heterocyclopolyaromatics, VI: Heterocyclotetraaromatics Containing Similar Kinds of NucleiHeterocyclotraaromatics have been unknown hitherto. Now were prepared 4 representatives (6a, 7, 9, 11) with nucleophilic and 1 representative (13b) with electrophilic aromatic ring members. With one exception the cyclisation of the precursors occurred by oxidative coupling.
    Notes: Heterocyclotetraaromaten waren bisher unbekannt. Es wurden 4 Vertreter (6a, 7, 9, 11) mit nucleophilen aromatischen Ringgliedern und 1 Vertreter (13b) mit elektrophilen aromatischen Ringgliedern dargestellt. Mit einer Ausnahme erfolgte die Cyclisierung der Vorstufen durch oxidative Kupplung.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19781110412
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