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AMINYLOXIDE (NITROXIDE)-XXXI. UNTERSUCHUNG DER SPINDICHTEVERTEILUNG IN VERSCHIEDENEN AMINYLOXID-TYPEN MIT HILFE 17O-MARKIERTER RADIKALE
Aurich, H. G.,Czepluch, H.
, p. 3543 - 3550 (1980)
17O-Labelled aminyloxides 4 and 7 have been prepared either by direct reaction of the intermediate aminyl radicals 3 and 6 generated by various methods, with 17O-enriched oxygen, or by spin trap reactions performed with 17O-labelled 2-methyl-2-nitrosopropane (8) and 2-methyl-2-nitropropane (13) respectively.Reaction of 17O-labelled tert-butylhydroxylamine with phoagen yielded 11 which was transformed to the radicals 4d and 4f.Using equations (3) and (4) the spin density pNNO and pONO was derived for some dialkylaminyloxides (for instance 4c X=CF3) and tert-butylaminyloxides with conjugated groups (4 X=CO-R, COCl, COOR, COONR2, CN).The spin density distribution in these radicals is discussed.An attempt to calculate the spin density in radicals 4 (X=OR, NR2 and SR) with aid of (3) and (4) yields too large values.For this reason we suggest that the aminyloxide group is non-planar in these radicals.
