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Nucleophilic Aromatic Substitution at Benzene with Powerful Strontium Hydride and Alkyl Complexes
113
Citations
30
References
2019
Year
Key to the isolation of the first alkyl strontium complex was the synthesis of a strontium hydride complex that is stable towards ligand exchange reactions. This goal was achieved by using the super bulky β-diketiminate ligand <sup>DIPeP</sup> BDI (CH[C(Me)N-DIPeP]<sub>2</sub> , DIPeP=2,6-diisopentylphenyl). Reaction of <sup>DIPeP</sup> BDI-H with Sr[N(SiMe<sub>3</sub> )<sub>2</sub> ]<sub>2</sub> gave (<sup>DIPeP</sup> BDI)SrN(SiMe<sub>3</sub> )<sub>2</sub> , which was converted with PhSiH<sub>3</sub> into [(<sup>DIPeP</sup> BDI)SrH]<sub>2</sub> . Dissolved in C<sub>6</sub> D<sub>6</sub> , the strontium hydride complex is stable up to 70 °C. At 60 °C, H-D isotope exchange gave full conversion into [(<sup>DIPeP</sup> BDI)SrD]<sub>2</sub> and C<sub>6</sub> D<sub>5</sub> H. Since H-D exchange with D<sub>2</sub> is facile, the strontium hydride complex served as a catalyst for the deuteration of C<sub>6</sub> H<sub>6</sub> by D<sub>2</sub> . Reaction of [(<sup>DIPeP</sup> BDI)SrH]<sub>2</sub> with ethylene gave [(<sup>DIPeP</sup> BDI)SrEt]<sub>2</sub> . The high reactivity of this alkyl strontium complex is demonstrated by facile ethylene polymerization and nucleophilic aromatic substitution with C<sub>6</sub> D<sub>6</sub> , giving alkylated aromatic products and [(<sup>DIPeP</sup> BDI)SrD]<sub>2</sub> .
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