Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 1,3-Bis(2,4,6-trimethylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene, is researched, Molecular C21H24N2, CAS is 141556-42-5, about C-N and C-H Activation of an N-Heterocyclic Carbene by Magnesium(II) Hydride and Magnesium(I) Complexes.Electric Literature of C21H24N2.
Reactions of the hindered N-heterocyclic carbene, :C{(MesNCH)2} (IMes; Mes = mesityl), with a series of β-diketiminatomagnesium(II) hydride and dimagnesium(I) complexes afforded hydride-bridged and cyclometalated complexes. The reactions involving the magnesium hydrides, [{(ArNacnac)Mg(μ-H)}2] [ArNacnac = [(ArNCMe)2CH]-, where Ar = 2,6-diethylphenyl (Dep) or 2,6-diisopropylphenyl (Dipp)], proceeded via activation of an exocyclic C-N bond of IMes, giving magnesium imidazolyl compounds [(ArNacnac)Mg(μ-H)(μ-Imid)Mg(ArNacnac)] (Imid = [NC2H2N(Mes)C]-) and mesitylene. A low-yield IMes Me C-H activation product, [(DepNacnac)Mg(IMes-H)], was also obtained, via H2 elimination, from the reaction between IMes and [{(DepNacnac)Mg(μ-H)}2]. Reactions between IMes and dimagnesium(I) compounds [{(ArNacnac)Mg}2] [Ar = 2,6-dimethylphenyl (Xyl) or Mes] afforded isostructural C-H activation products [(ArNacnac)Mg(IMes-H)] but in higher yields. D. functional theory calculations suggest that the reactions do not progress via stable adduct complex intermediates, which are sterically inaccessible.
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Reference:
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