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  • 1
    Electronic Resource
    Electronic Resource
    Anodic Cyanation of N-Substituted 1-Benzazepines: Synthesis of the Corresponding α-Aminonitriles (1997)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1997 (1997), S. 259-267 
    Details
    ISSN: 0947-3440
    Keywords: Electrochemistry ; Anodic cyanation ; 1-Benzazepines ; α-Aminonitriles ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: α-Cyano-N-alkyl-1-benzazepines are obtained by electrochemical oxidation of various 1-benzazepines. Electrolyses are carried out in a flow cell, at a carbon felt anode in methanol; the supporting electrolyte is a mixture of lithium acetate and sodium cyanide. With 2,3,4,5-tetrahydrobenzazepines 2a-c and 5a-b, cyanation takes place either on the sidechain or on the seven-membered ring; with the latter, the 3-methyl substituted derivatives 5a-b, the reaction is stereospecific leading only to the trans-α-cyano compound. With dihydrobenzazepines 8a-b only ring cyanation occurs; the reaction is again stereospecific for 2,3-dihydro-1,3,5-trimethylbenzazepine (8a) but not for the 2,5-dihydro-1,3,5-trimethyl isomer (8b).
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.199719970137
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    Paper (German National Licenses)
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  • 2
    Electronic Resource
    Electronic Resource
    Hemilabile Properties of Chelate Iron Complexes: Synthesis and Structure of Oxametallacycles (1998)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 1998 (1998), S. 1387-1389 
    Details
    ISSN: 1434-1948
    Keywords: Carbene complexes ; Aromatic substitution / Chelate iron complexes ; Bond activation ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Oxametallacycles [Fe(C5Me5)(CO){C3(C6H4-o-Cl)(CO2Me)(R)Oa}(Fe-Oa)] (2, R = OMe; 4, R = Me) are accessible from the chelate (chloroaryl)carbene complex [Fe(C5Me5)(CO){C(OMe)C6H4-o-Cla}(Fe-Cla)][OTf] (1) upon treatment with the appropriate carbanions. Their formation arises from the lability of the chlorine atom. The related phosphonium salt [Fe(C5Me5)(CO){C3(C6H4-o-PMe3)(CO2Me)(OMe)Oa}(Fe-Oa)][OTf] (3) is formed only for the bis(ester) derivative, via Ar-Cl bond activation. No reaction occurs for 4, for which the coordination of the acetyl group has been supported by an X-ray analysis.
    Type of Medium: Electronic Resource
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    Paper (German National Licenses)
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