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- W2950468082 abstract "Carbon 1s ionization energies for ethene, propene and 2-methylpropenehave been measured in the gas phase at high resolution using synchrotronradiation and analysed by means of ab initiocalculations. For the first time, resolution is good enough to assignionization energies to the inequivalent carbons in propene and2-methylpropene. A linear correlation is found between the ionizationenergies and activation energies for addition of the electrophiles HF,HCl, HBr and HI to these molecules. The correlation shows that bothreactivity and regiospecificity are quantitatively related tocore-ionization energies. Theoretical analysis of the core-ionizationenergies shows that the differences between ionization energies for thedoubly bonded carbons are due to the charge distribution in theunionized molecule. Theoretical analysis of the transition state foraddition of HCl to propene and 2-methylpropene indicates that asignificant portion of the difference between Markovnikov andanti-Markovnikov addition is also due to the charge distribution in theinitial state and not to different ability of the molecules todelocalize the added charge in the transition state. The increase inreactivity with the number of methyl groups is also strongly influencedby the initial-state charge distribution." @default.
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- W2950468082 date "2010-08-03" @default.
- W2950468082 modified "2023-09-26" @default.
- W2950468082 title "ChemInform Abstract: Markovnikov Addition to Alkenes. A Different View from Core-Electron Spectroscopy and Theory." @default.
- W2950468082 cites W2056293893 @default.
- W2950468082 doi "https://doi.org/10.1002/chin.199730041" @default.
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