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Stoichiometric dependence of the long-established reaction of butyllithium with pyridine : A hidden secondary reaction that produces a pyridine adduct of a lithiodihydropyridine

Mulvey, Robert and Dunbar, Lorraine and Clegg, W. and Horsburgh, L. (1996) Stoichiometric dependence of the long-established reaction of butyllithium with pyridine : A hidden secondary reaction that produces a pyridine adduct of a lithiodihydropyridine. Angewandte Chemie International Edition, 35 (7). pp. 753-755. ISSN 1433-7851

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Abstract

By adding more than three molar equivalents of pyridine to n-butyllithium, a new reaction has been, uncovered in which the novel bis(pyridine)dihydropyridyllithium dimer 1 is formed. The reduction process formally involves transfer of an in situ form of lithium hydride.