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Dizincation and dimagnesiation of benzene using alkali-metal-mediated metallation

Armstrong, D.R. and Clegg, William and Dale, S.H. and Graham, D.V. and Hevia, E. and Hogg, L.M. and Honeyman, G.W. and Kennedy, A.R. and Mulvey, R.E. (2007) Dizincation and dimagnesiation of benzene using alkali-metal-mediated metallation. Chemical Communications (London) (6). pp. 598-600. ISSN 0009-241X

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Benzene can be easily 1,4-dideprotonated stoichiometrically on reaction with two equivalents of a synergic mixture of tBu2Zn, NaTMP and TMEDA to give a unique 1,4-dizincated benzene product which has been characterised by X-ray crystallography and NMR spectroscopy as well as modelled theoretically by DFT computational studies; a related synergic dimagnesiation of benzene is also reported.