7 research outputs found

    Synthesis and characterisation of C-60 derivatives containing functionalised anthraquinone groups and an unusual fullerene-stabilised cation

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    The ortho-anthraquinonedimethane dienophiles prepared in situ from 1,4-dihydroxy-2,3-bis(bromomethyl)-anthraquinone and 1,4-dimethoxy-2,3-bis(bromomethyl)anthraquinone respectively react with the fullerene C60 to give the anthraquinone derivatives: dihydroxy-anthraquinone-C60 and dimethoxy-anthraquinone-C60. The former compound with sodium butoxide and 15-crown-5 gives the bis(sodium-15-crown-5)dioxo-anthraquinone-C60. The dimethoxy-anthraquinone-C60 reacts with [Ru(PPh3)2(NO)Cl] to form the bis-adduct {[η2-(dimethoxy-anthraquinone-C60)][Ru(PPh3 )2(NO)Cl]}. The electrochemistry of the dihydroxy- and dimethoxy-anthraquinone-C60 derivatives has been studied by cyclic voltammetry and, in contrast to 1,4-dihydroxy-2,3-dimethylanthraquinone, the compound dihydroxy-anthraquinone-C60 shows two separate one electron oxidations at lower potentials strongly suggesting a relatively rare example of a fullerene stablised cation

    Synthesis, structure and density functional study of the ansa-rhenocene complex [Re{(eta-C5H4)CMe2(eta-C5H4)}Cl]

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    The ansa-rhenocene compound [Re{(η-C5H4)CMe2(η-C5H4)}Cl] 1 has been prepared by reaction of ReCl5 with [K2(C5H4)CMe2(C5H4)]. X-Ray crystallography shows the molecular structure to be unsymmetrical, with the angle defined by the Re-bridgehead carbon vector and the chlorine atom found to be 170.4°. A density functional study compares the electronic structure of [Re{(η-C5H4)CH2(η-C5H4)}Cl] with [Re{(η-C5H5)2Cl] and shows that for the ansa-bridged species, the chlorine binds less effectively in the central position. The calculated structure of [Re{(η-C5H4)CH2(η-C5H4)}Cl] is also found to be unsymmetrical
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