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The discovery of fullerenes, species belonging to the
electronodeficient polyalkenes with weakly conjugated double bonds,
has opened novel opportunities for the radical chemistry.
Pioneering study in this field was performed by P. J. Krusic, E.
Wasserman, P. N. Keizer, J. R. Morton, and K. F. Preston (Science,
1991, 254, 1184). The fullerenyl radical adducts formed via
addition of atoms or free radicals to fullerenes have no analogs in
organic chemistry. In fact, radicals in which the unpaired
electrons are delocalized over the surface of a sphere or ellipsoid
have never been studied before. The unusual character of the
fullerenyl radicals is also due to the fact that they occupy a sort
of intermediate position between the planar and tetrahedral
radicals. Thus, the elucidation of the characteristic features of
fullerenyl radicals and their reactivity by EPR spectroscopy, and
the comparison of the results with those of quantum-chemical
studies are of fundamental importance. Isolation of the products
from homolytic reactions of fullerenes in bulk amounts opens the
door to large-scale preparation of new organic and organoelement
derivatives of including biologically active ones. Radical
reactions of fullerenes find wide application in the synthesis of
fullere- containing polymers with valuable photophysical
characteristics. Ferromagnetism of the complex of with
tetra(dimethylamino)ethylene found lends impetus to a search of
novel methods for preparation of biradicals one unpaired electron
of those is located on the fullerene cage while the other retained
by the addend.
The discovery of fullerenes, species belonging to the
electronodeficient polyalkenes with weakly conjugated double bonds,
has opened novel opportunities for the radical chemistry.
Pioneering study in this field was performed by P. J. Krusic, E.
Wasserman, P. N. Keizer, J. R. Morton, and K. F. Preston (Science,
1991, 254, 1184). The fullerenyl radical adducts formed via
addition of atoms or free radicals to fullerenes have no analogs in
organic chemistry. In fact, radicals in which the unpaired
electrons are delocalized over the surface of a sphere or ellipsoid
have never been studied before. The unusual character of the
fullerenyl radicals is also due to the fact that they occupy a sort
of intermediate position between the planar and tetrahedral
radicals. Thus, the elucidation of the characteristic features of
fullerenyl radicals and their reactivity by EPR spectroscopy, and
the comparison of the results with those of quantum-chemical
studies are of fundamental importance. Isolation of the products
from homolytic reactions of fullerenes in bulk amounts opens the
door to large-scale preparation of new organic and organoelement
derivatives of including biologically active ones. Radical
reactions of fullerenes find wide application in the synthesis of
fullere- containing polymers with valuable photophysical
characteristics. Ferromagnetism of the complex of with
tetra(dimethylamino)ethylene found lends impetus to a search of
novel methods for preparation of biradicals one unpaired electron
of those is located on the fullerene cage while the other retained
by the addend.
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