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RADIATION CHEMICAL FORMATION OF RADICAL CATIONS OF HALOGENOALKANES AND THEIR ELECTRON SPIN RESONANCE SPECTRA AND STRUCTURE

DOI: 10.1039/P29840001439

Source and publish data:

Journal of the Chemical Society. Perkin transactions II p. 1439 - 1448 (1984)

Update date:2022-08-24

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Authors:

Eastland, George W.Eastland, George W.

Maj, S. PaulMaj, S. Paul

Symons, Martyn C. R.Symons, Martyn C. R.

Hasegawa, AkinoriHasegawa, Akinori

Glidewell, ChristopherGlidewell, Christopher

et. alet. al

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Article abstract of DOI:10.1039/P29840001439

Exposure of dilute solutions of chloro-, bromo- and iodo-alkanes in trichlorofluoromethane to 60Co γ-rays at 77 deg K gave the corresponding cations.However, for RCl(1+) and RBr(1+) the hole is shared with one chlorine atom of a solvent molecule via the formation of a ? bond, as in .ClCFCl2>(1+).For alkyl chlorides the hyperfine coupling constants of the two chlorine nuclei are nearly equal.The (RBr)(1+) adduct shows e.s.r. spectra consisting of dominant quartet splittings from bromine and additional quartet splitting from chlorine.For the iodo-cations, no clear evidence for such bonding is obtained, and there are very large shifts in the g-values resulting from marked spin-orbit coupling.For more concentrated solutions, the e.s.r. spectra shown septet hyperfine patterns arising from coupling to two equivalent halogen nuclei, which indicates the formation of dimer radical cations, (RX)2(1+), again having the unpaired electron in a ?* orbital.In the particular case of t-butyl chloride, neither the parent cation, nor its complex with a solvent molecule were detected.Instead, a multiline spectrum was obtained which we assign to (Me2C=CH2)(1+) cations weakly complexed with HCl.Theoretical calculations on the parent cations, their dimers, and adducts with CFCl3 support these assignments.

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