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Reactivity of a β-diketiminate-supported magnesium alkyl complex toward small molecules

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Abstract

The reactivity of the magnesium alkyl {[HC(C(Me)N-2,6-iPr2C6H3)2]Mg(nBu)}2 (1) toward various small molecules provides access to a variety of magnesium derivatives. For example, the insertion of elemental chalcogens (S8 and Se8) into the Mg–C bond of complex 1 gives the dimeric magnesium thiolate {[HC(C(Me)N-2,6-iPr2C6H3)2]Mg(μ-SnBu)}2 (2), magnesium selenolate [HC(C(Me)N-2,6-iPr2C6H3)2]Mg(SenBu)(THF) (3), and magnesium diselenolate [HC(C(Me)N-2,6-iPr2C6H3)2]Mg(Se2nBu)(THF) (4). Meanwhile, compound 4 can be readily obtained by further insertion of one selenium atom into complex 3. Moreover, the reactions of complex 1 with diphenyl dichalcogenides (PhSSPh and PhSeSePh) by σ bond metathesis afford the corresponding magnesium phenyl chalcogenolates [HC(C(Me)N-2,6-iPr2C6H3)2]Mg(EPh)(THF) (E = S 5, Se 6) concomitant with PhEnBu release. Furthermore, the treatment of complex 1 with benzonitrile and phenyl isothiocyanate produces the serendipitous magnesium-1-azaallyl complex [HC(C(Me)N-2,6-iPr2C6H3)2]Mg(N(H)C(Ph)[double bond, length as m-dash]CHC3H7)(DME) (7) and the diimino-thioamidato magnesium compound {κ3-N,N′,N′′-(ArNCMe)2[N(Ph)CS]CH}Mg[(Ph)NC(nBu)S] (8) (Ar = 2,6-iPr2C6H3). In addition, deprotonation occurs between compound 1 and 1-methylimidazole to generate the imidazolyl complex {[HC(C(Me)N-2,6-iPr2C6H3)2]Mg(μ-Im)}2 (9) (Im = 2-N-methylimidazolyl). These results indicated that the butylmagnesium complex 1 possesses high activity toward small molecules and revealed several unusual transformations. All the new compounds were characterized by various spectroscopic methods, and their solid-state structures were further confirmed by single-crystal X-ray diffraction analyses.

Graphical abstract: Reactivity of a β-diketiminate-supported magnesium alkyl complex toward small molecules

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Publication details

The article was received on 07 Jan 2019, accepted on 04 Feb 2019 and first published on 05 Feb 2019


Article type: Paper
DOI: 10.1039/C9DT00090A
Citation: Dalton Trans., 2019, Advance Article

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    Reactivity of a β-diketiminate-supported magnesium alkyl complex toward small molecules

    W. Ren, S. Zhang, Z. Xu and X. Ma, Dalton Trans., 2019, Advance Article , DOI: 10.1039/C9DT00090A

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