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• W2028900678 abstract "The C-H bond dissociation enthalpies (BDEs) of polarized benzylic molecules, i.e., para-substituted phenylacetonitriles (PANs), and the spin variations of the radicals of the general type p-GC6H4CH*-Y were investigated using density functional theory (DFT) calculations. In contrast to the commonly observed S-type substituent effect (see text), the present work shows that there should be three (rather than one) primary patterns (i.e., S, O, and counter-O) for remote G to affect spin and radical stability, depending upon the polarity of the alpha-Y group. Correlation analyses reveal that both the direction and magnitude of spin/radical effects are quantitatively related to the intensity of polar interaction in radical system, as registered by either the calculated group charges of the phenyl ring (C(Ph)) or by the polar constant sigma(+)s (Figures 1-4). A unified platform (Scheme 1) to rationalize the apparent differences of radical substituent effect is proposed." @default.
• W2028900678 created "2016-06-24" @default.
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• W2028900678 date "2001-01-19" @default.
• W2028900678 modified "2023-10-03" @default.
• W2028900678 title "On the Direction and Magnitude of Radical Substituent Effects: The Role of Polar Interaction on Thermodynamic Stabilities of Benzylic C−H Bonds and Related Carbon Radicals" @default.
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• W2028900678 doi "https://doi.org/10.1021/jo001668z" @default.
• W2028900678 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/11312981" @default.
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