Journal of the Chemical Society. Perkin transactions II p. 127 - 130 (1986)
Update date:2022-08-04
Topics:
Barker, Philip J.
Stobart, Stephen R.
West, Paul R.
Cyclopentadienyl radicals C5H4X.(X = H or Me) generated in various solvents either chemically or photochemically from Hg(C5H4X)2 have been trapped using nitrosodurene (ND), phenyl(t-butyl)nitrone (PBN), and 3,4-dihydro-2,2-dimethyl-2H-pyrrole N-oxide (DMPO) to afford radical adducts identifiable by e.s.r. spectroscopy.For X = H the ND adduct (1) gives rise to a six-line e.s.r. spectrum in toluene having a(N) ca. 13.5 G and a(H) ca. 6.5 G.In contrast, production of (1) by photolysis in CHCl3 is accompanied by the appearance of a species (7) with a four-line e.s.r. spectrum, assigned to the H./ND (aminoxyl) adduct.For X = Me, with ND as spin trap, overlapping e.s.r. spectra which correspond to adduct formation at points of maximum spin-density
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