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Issue 19, 2014
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Reactivity studies of a soluble LiH-complex and non-spectator behaviour of its stabilising phosphinoamide ligand

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Abstract

We have investigated and compared the reactivity of the phosphinoamide stabilized hydrocarbon-soluble LiH complex [(LLi)4(LiH)4] 1 (L = [Ph2PNDip], Dip = 2,6-iPr2C6H3) and the lithium phosphinoamide [LLi] 2 towards some unsaturated organic substrates. The complexes [(LSiMe2OLi)2(HDCCLi)2] 3 (DCC = CyNCNCy, Cy = cyclohexyl) and [(HDCC)6Li8O] 4 were obtained from reactions of 1 with DCC, and the complexes [{LN(Ph)N(Ph)Li}2] 5 and [{PhN(Li)–N(Li)Ph}4] 7 were obtained from reactions of 1 with azobenzene. Complex 5 was furthermore obtained in good yield from 2 and azobenzene, and was converted to the solvate [LN(Ph)N(Ph)Li(THF)] 6. Complex 7 could be independently synthesized from lithium metal and azobenzene. Complex 1 undergoes hydrolithiation reactions with some substrates, as evidenced by the formation of complexes 3, 4, and indirectly by 7, but also takes part in addition reactions of the stabilizing phosphinoamide ligand onto substrates as shown by the isolation of complexes 3 and 5. The crystal structures of complexes 3, 5, 6, 7 and [LLi(THF)3] are reported.

Graphical abstract: Reactivity studies of a soluble LiH-complex and non-spectator behaviour of its stabilising phosphinoamide ligand

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Publication details

The article was received on 06 Aug 2013, accepted on 25 Feb 2014 and first published on 26 Feb 2014


Article type: Paper
DOI: 10.1039/C3DT52140K
Author version available: Download Author version (PDF)
Citation: Dalton Trans., 2014,43, 7078-7086
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    Reactivity studies of a soluble LiH-complex and non-spectator behaviour of its stabilising phosphinoamide ligand

    A. Stasch, Dalton Trans., 2014, 43, 7078
    DOI: 10.1039/C3DT52140K

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