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caofy200707

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[求助] 求高人翻译！！！！已有1人参与

The strong rate acceleration observed in the thermal rearrangement of traps-9-decalyl-peroxybenzoate to 1-benzoyloxy-l,6-epoxycyclodecane with increasing solvent polarity (rate factor ca. 102) is in accordance with the postulated heterolytic O-O bond cleavage leading to a dipolar activated complex.The decomposition of traps-9-decalyl-peroxyphenylacetate (no. 10 in Table 5-9) is an interesting borderline reaction. Depending on the reaction medium, either the hetero-cyclic Criegee mechanism or the homolytic fragmentation mechanism can be observed[207]. In alcohols, the decomposition occurs mainly by the heterolysis pathway, whereas in nonpolar solvents like ethylbenzene, the homolysis pathway predominates. In aceto-nitrile, both mechanisms compete, as evidenced by the product distribution. The thermolysis of this particular perester is thus an impressive example of the strong influence which solvents may have, not only on reaction rates but also on the mechanism of achemical reaction (cf. Section 5.5.7 for further examples). In addition, it should be mentioned that peresters such as tert-butyl cycloheptatrieneperoxycarboxylate undergo heterolytic fragmentation if the reaction is acid-catalyzed [195, 212]. The base-catalyzed ionic fragmentation of tert-butyl peroxyformate has already been entioned [110]; cf.Eq. (5-39b).
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1楼2014-04-27 10:50:26
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