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- W2102500452 abstract "Abstract Absolute rate constants and their Arrhenius parameters are obtained for the addition of a cyclic malonyl radical derived from Meldrum 's acid to 20 mono‐ or 1,1‐disubstituted alkenes in (±)‐propylene oxide and for the addition of the open‐chain di( tert ‐butyl)malonyl radical to six mono‐ or 1,1‐disubstituted alkenes in 1,1,2‐trichloro‐1,2,2‐trifluoroethane by time‐resolved electron spin resonance spectroscopy. At room temperature, the radicals add at the unsubstituted C‐atoms with rate constants ranging from 1.1. 10 5 M −1 S −1 (acrolein) to 2.4. 10 6 M −1 S −1 (1,1‐diphenylethene). The frequency factors are in the narrow ranges of log ( A /M −1 S −1 ) = 8.7 ± 0.1 for the cyclic and log ( A /M −1 S −1 ) = 8.2 ± 0.2 for the open‐chain malonyl species, whereas the activation energies vary from 12.9 kJ/mol (1,1‐diphenylethene) to 21.7 kJ/mol (acrylonitrile). They correlate with the alkene ionization potentials and, more weakly, with the reaction enthalpy. No correlation was found between the activation energies and the alkene electron affinities. Hence, the results confirm and quantify the electrophilic nature of malonyl radicals in addition reactions." @default.
- W2102500452 created "2016-06-24" @default.
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- W2102500452 date "1998-01-01" @default.
- W2102500452 modified "2023-09-27" @default.
- W2102500452 title "Absolute rate Constants for the Addition of Malonyl Radicals to Alkenes in Solution" @default.
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- W2102500452 doi "https://doi.org/10.1002/hlca.19980810327" @default.
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