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American Chemical Society, Inorganic Chemistry, 22(46), p. 9415-9424, 2007

DOI: 10.1021/ic701364k

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Trapping of anionic organic radicals by (TpMe2)2Ln (Ln = Sm, Eu)

This paper was not found in any repository, but could be made available legally by the author.
This paper was not found in any repository, but could be made available legally by the author.

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Abstract

Stoichiometric reaction of [Sm(TpMe2)2], 1, with a variety of reducible ketone- and quinone-type substrates gave thermally stable, isolable radical anions/ketyls in moderate to good yields. Thus reaction with benzophenone gave [Sm(TpMe2)2(OCPh2)], 2, with fluorenone [Sm(TpMe2)2(1-OC13H8)], 3, and di-tert-butylparaquinone [Sm(TpMe2)2(1-OC6H2(tBu)2O)], 4, each of which was structurally characterized. In the case of the less-hindered benzoquinone, an unimetallic semiquinone [Sm(TpMe2)2(OC6H4O)], 5, could be isolated, although it was unstable with respect to formation of the dimetallic complex [Sm(TpMe2)2]2(-OC6H4O), 6. Compound 6 was structurally characterized, as was its anthraquinone analogue [Sm(TpMe2)2]2(-OC14H8O), 7. When the analogous reaction was carried out between the less-reducing [Eu(TpMe2)2] and benzoquinone, only the europium analogue of the semiquinone 5, [Eu(TpMe2)2(OC6H4O)], 8, could be isolated. The use of the sterically hindered 3,5-di-tert-butyl-o-benzoquinone allowed isolation of [Sm(TpMe2)2(DTBSQ)], 9.