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Alkali-metal-mediated zincation of polycyclic aromatic hydrocarbons : synthesis and structures of mono- and dizincated naphthalenes

Mulvey, R.E. and Clegg, W. and Hevia, E. and O'Hara, C.T. and Dale, S.H. and Hogg, L.M. and Honeyman, G.W. (2006) Alkali-metal-mediated zincation of polycyclic aromatic hydrocarbons : synthesis and structures of mono- and dizincated naphthalenes. Angewandte Chemie, 45. pp. 6548-6550.

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Abstract

Since the pioneering work of Schlenk nearly a century ago, alkali-metal–organic compounds (organolithium reagents, in particular) have served as frontline reagents in the battle to advance chemical synthesis. Metal–hydrogen exchange (metalation) in which a relatively inert carbon–hydrogen bond is transformed into a more labile carbon–alkali-metal bond, thus opening up a myriad of bond-forming possibilities at the carbon center, represents one of the oldest and still most important general uses of these centurial reagents.[1, 2]