Abstract
Two chiral lithium amide complexes derived from α-(methylbenzyl)benzylamine have been synthesised and structurally characterised in the solid state by X-ray crystallography. Complexation of (S)-{[Ph(Me)CH][PhCH2]NLi}n with thf results in the dimer (S)-{[Ph(Me)CH][PhCH2]NLi·thf}2 (space group P43212). The dimer is composed of a central four membered (NLi)2 ring with the Ph(Me)C and Ph(CH2) moieties adopting a cis orientation relative to the ring rather than the more usual trans. The reaction of (R)-{[Ph(Me)CH][PhCH2]NLi}n with the tridentate N donor, pmdta, (N,N,N′,N′,N′′-pentamethyldiethylenetriamine) results in the monomer (R)-{[Ph(Me)CH][PhCH2]NLi·pmdta} (space group, P21). In both structures the amido moiety adopts a similar ‘butterfly-in-flight’ conformation. Heating either the solution or crystals of the monomer results in the loss of H2 at the benzylic carbons and conversion to an aza-allyl structure, as evidenced by NMR.
Published Version
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