Abstract
According to TF‐μSR measurements and PM3 M.O.calculations, free radicals formed by muonium addition to styrene, 1‐vinylnaphthalene and 2‐vinylnaphthalene are of the arylethyl type ( ArCHCH2Mu\mbox$\bullet$) since it is energetically considerably more favourable for Mu\mbox$\bullet$ to add to the vinyl group than to the aromatic rings. In contrast, Mu\mbox$\bullet$ adds to 9‐vinylanthracene at the 10‐position yielding the 4‐vinyldibenzocyclohexadienyl radical, which is more stable by ca 7 kcal/mol than the 9‐anthrylethyl radical.
For diacetylenes (i.e. MeC4Me) the propensity for muonium addition is to the terminal carbon atoms, but the choice is less clear for Me3SiC4SiMe3. For PhC4Ph, 3 radicals are detected and are assigned to the C1, C2 and ortho ring adducts, with the couplings (and yields): 334 (5.7%), 389 (4.2%), 439 (3.6%).
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Rhodes, C., Morris, H. & Reid, I. Muonium addition to vinylaromatics and to diacetylenes: formation and stability of arylethyl/vinylcyclohexadienyl and alkynylvinyl radicals. Hyperfine Interactions 106, 203–210 (1997). https://doi.org/10.1023/A:1012654211051
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DOI: https://doi.org/10.1023/A:1012654211051