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  • 1
    Electronic Resource
    Electronic Resource
    Synthesen und Eigenschaften ethinylierter und trimethylsilylethinylierter Molekülsysteme mit 1,6-Methano[10]annulen-Partialstruktur (1991)
    Springer
    Monatshefte für Chemie 122 (1991), S. 177-184 
    Details
    ISSN: 1434-4475
    Keywords: 1,6-Methano[10]annulene ; 2-Ethinyl-1,6-methano[10]annulene ; Trimethylsilylacetylene
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract 2-Trimethylsilylethinylated 1,6-methano[10]annulene1 a was obtained by reaction of 2-bromo-1,6-methano[10]annulene with trimethylsilylacetylene in the presence of bis-(triphenylphosphin-)-Pd (II) chloride and Cu(I) and also by reaction of 1,1-diiodo-2-(1,6-methano[10]annulene-2-yl)-ethene (2) withn-buthyl-lithium followed by hydrolysis.1 a reacts with 2N NaOH to 2-ethinyl-1,6-methano[10]annulene (1 b). 2,7- and 2,10-dibromo-1,6-methano[10]annulene can be substituted to give the trimethylsilylethinylated compounds3 a–6 a, which then can be transformed with 2N NaOH into the desilylated products3 b–5 b.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00809363
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  • 2
    Electronic Resource
    Electronic Resource
    Kupplungsreaktionen von Diazoniumbetainen mit 1,6-Methano[10]-annulenderivaten und ihre Cyclisierungsreaktionen zu Heterocyclen (1991)
    Springer
    Monatshefte für Chemie 122 (1991), S. 215-227 
    Details
    ISSN: 1434-4475
    Keywords: 1,6-Methano[10]annulene ; Azo dyes ; 1,2,4-Triazine derivatives
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Summary Coupling reactions of the diazoniumbetaines2, 4, 6a, 6b, 6c with derivatives of 1,6-methano[10]annulene1a–c and/or β-naphthol7 yield the dyes3a–c, 5a, 5c, 8a–c, 9, 11. The syntheses of different triazine derivatives12a–c, 13a–c, 15, 16, and17a, 17c are described.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00809367
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  • 3
    Electronic Resource
    Electronic Resource
    Unexpected Course of Thiocyanation of 1,6-Methano[10]annulene. Elimination of Thiocyanogen from a Diisothiocyanate (1989)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 122 (1989), S. 1003-1007 
    Details
    ISSN: 0009-2940
    Keywords: 1,6-Methano[10]annulene ; Thiocyanogen ; Isothiocyanic acid ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Unerwarteter Rhodanierungsverlauf an 1,6-Methano[10] annulen. Dirhodan-Eliminierung aus einem DiisothiocyanatDie Isolierung des syn,syn-Addukts 5 bei der Reaktion von 1,6-Methano[10]annulen (1) mit dem raumbeanspruchenden Dirhodan weist auf einem bevorzugten exo-Angriff, trotz einer möglichen sterischen Wechselwirkung mit der Methylenbrücke. Die Bildung unerwarteter Isothiocyanate 4 und 5 wird durch eine Additions-Isomerisierungs-Eliminierungs-Sequenz erklärt. Die neuartige Eliminierung von (SCN)2 aus einem Diisothiocyanat wird untersucht.
    Notes: The isolation of the syn,syn-adduct 5 in the reaction of 1,6-methano[10]annulene (1) with the bulky pseudo-halogen (SCN)2 indicates a preferred exo attack of electrophiles on 1, in spite of a possible steric interference with the methylene bridge. The formation of the unexpected isothiocyanates 4 and 5 is explained in terms of an addition-isomerization-elimination sequence. The novel elimination of (SCN)2 from a diisothiocyanate is investigated.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19891220533
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  • 4
    Electronic Resource
    Electronic Resource
    Synthesen neuer Azofarbstoffe mit 1,6-Methano[10]annulen-Partialstruktur (1991)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 124 (1991), S. 537-542 
    Details
    ISSN: 0009-2940
    Keywords: 1,6-Methano[10]annulene ; Quinones, bridged ; Acylations ; Azo dyes ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Synthesis of New Azo Dyes with 1,6-Methano[10]annulene Partial StructureBridged quinone hydrazones 1 are transformed by aromatic acyl chlorides to the corresponding azo dyes 3a -6. Nitro derivative 1a reacts analogously with p-tolylsulfonyl chloride, acetyl chloride, methyl chlorocarbonate, and dimethylcarbamoyl chloride to give the corresponding azo dyes 7 and 8a -c. Reaction of 1a with diphenylcarbamoyl chloride unexpectedly leads to Berson-Wilcott rearrangement with formation of the azo dye 9. Acylations of 1a with the bifunctional acyl chlorides diphosgene and terephthaloyl chloride yield the azo derivatives 11 and 12.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19911240320
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