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  • Inorganic Chemistry  (2)
  • Cyanoacetylenes  (1)
  • Cyclization reactions  (1)
  • Cycloadditions  (1)
Collection
Keywords
Publisher
Years
  • 1
    Electronic Resource
    Electronic Resource
    Conformational Analysis of [3.3]Paracyclophane (1990)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 123 (1990), S. 639-642 
    Details
    ISSN: 0009-2940
    Keywords: [3.3]Paracyclophane / Conformational analysis / Dynamic NMR spectroscopy / Tri-n-butyltin deuteride ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: According to a VT-NMR study, [2,2,11,11-D4][3.3]paracyclophane (1-D4) exists as a mixture of chair and boat conformers in the ratio of 1.0: 1.3 (ΔGo = 0.1 kcal/mol) at -70°C with an energy barrier for the chair-boat inversion of 12.0 kcal/mol (270 MHz, ca. 1% CD2Cl2 solution, Tc = - 15°C). The conformer ratio (chair/boat) is dependent on the concentration of 1-D4; it is 1:1 in ca. 1% CD2Cl2 solution but 1:2 in ca. 5% CD2Cl2 solution, due to preferential crystallization of the chair conformer.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19901230334
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  • 2
    Electronic Resource
    Electronic Resource
    Multibridged [3n]Cyclophanes, 1. Synthesis of [34](1,2,3,5)- and -(1,2,4,5)Cyclophanes (1993)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 126 (1993), S. 1815-1818 
    Details
    ISSN: 0009-2940
    Keywords: Cyclophanes ; Prismanes ; Cyclization reactions ; Conformations ; Transannular π-π interactions ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The acid-catalyzed cyclization of a pseudogeminally substituted acetyl group and a chloromethyl group of tri-bridged cyclophane 7, followed by reduction of the carbonyl group afforded [34](1,2,3,5)cyclophane 3. One-step TosMIC coupling reaction of tetrabromide 12 and subsequent reduction of the carbonyl groups provided an isomer of 3, [34](1,2,4,5)cyclophane 4.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19931260810
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  • 3
    Electronic Resource
    Electronic Resource
    Improved Synthesis, Structure, and Cycloaddition Reaction of [34](1,2,4,5)Cyclophane (1999)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1999 (1999), S. 1223-1231 
    Details
    ISSN: 1434-193X
    Keywords: Cyclophanes ; Barrelenophanes ; Semibullvalenophanes ; Cycloadditions ; Cyanoacetylenes ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: -The modified synthetic route to [34](1,2,4,5)cyclophane (3) provides gram quantities of this compound in fewer steps than the conventional routes. The cycloaddition of 3 with dicyanoacetylene (12) gave barrelenophane 13, which was transformed into semibullvalenophane 15 on photoirradiation. This transformation (13 → 15) is in sharp contrast to the case of Boekelheide's [24]barrelenophane, where cyclooctatetraenophane is obtained. The X-ray structural analyses of 3, 13, and 15 demonstrates their unique structures.
    Additional Material: 11 Ill.
    Type of Medium: Electronic Resource
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