Journal of the Chemical Society. Perkin transactions II p. 1373 - 1379 (1983)
Update date:2022-08-16
Topics:
Griller, David
Nonhebel, Derek C.
Walton, John C.
E.s.r. spectra have been obtained for series of N-alkyl-substituted aminoallyl and aminopropynyl radicals and for aminocyanomethyl radicals.The hyperfine splittings indicate that considerable spin density is delocalized on to the NR2 group.The amino group is a more effective acceptor of spin than alkyl-, halogen, hydroxy- or alkyloxy-substituents and only slightly less effective than vinyl substituent.The barrier to rotation about the C-N bond in aminopropynyl radicals was calculated to be 44+/-5 kJ mol-1 from temperature dependence of the e.s.r. line widths, and this leads to a value of 107 kJ mol-1 for the methane-based stabilisation energy of the radical.The geometries, enthalpies of formation, and stabilisation energies of the series of N-alkyl-substituted allyl and propynyl radicals were also investigated by semi-empirical SCF MO methods.
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