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  • 1
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Thermolabile Hydrocarbons, XXV1). Relationships between Thermal Stability, Strain, and Structure of 1,1′-Diphenyl-1,1′-bicycloalkylsThe products and activation parameters of the thermolysis reaction of the title hydrocarbons 1a (n = 4-8) and 1b (n = 12) were determined. Strain enthalpies and structural data of the compounds 1a and of the radicals 2a, which are generated on thermolysis, were obtained from force field calculations. For 1a (n = 8) a crystal structure analysis was carried out.  -  The importance of i-strain action is estimated from the relationship between ΔG≠ of the thermolysis reaction and the strain enthalpy of 1 from which the ring strain of the corresponding cycloalkane was substracted as a correction factor. In addition, a linear correlation between ΔG≠ and the change in strain enthalpy (MM2 results) in the course of the dissociation process was found. The large variation in ΔS≠ can be rationalized by consideration of the change in internal mobility (MM2 results) during the dissociation process.
    Notes: Die Produkte und Aktivierungsparameter der Thermolyse der Kohlenwasserstoffe 1a (n = 4-8) und 1b (n = 12) wurden bestimmt. Die Spannungsenthalpien und Strukturdaten der Verbindungen 1a und der beim thermischen Zerfall entstehenden Radikale 2a wurden durch Kraftfeldberechnungen ermittelt. Für 1a (n = 8) wurde eine Kristallstrukturanalyse durchgeführt.  -  Die Beziehungen zwischen ΔG≠ der Thermolyse und den um die Ringspannung korrigierten Spannungsenthalpien gestatten eine quantitative Analyse der i-strain-Wirkung. Außerdem wird eine lineare Korrelation zwischen ΔG≠ und der Änderung an Spannungsenthalpie im Dissoziationsprozess nach Kraftfeldrechnungen aufgezeigt. Stark unterschiedliche Aktivierungsentropien werden durch die Änderung der inneren Beweglichkeit im Zuge des Dissoziationsprozesses, die aus Kraftfeldrechnungen abschätzbar ist, verständlich.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
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