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

Robert Mulvey, Lorraine Dunbar, W. Clegg, L. Horsburgh

Research output: Contribution to journalArticle

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.
LanguageEnglish
Pages753-755
Number of pages3
JournalAngewandte Chemie International Edition
Volume35
Issue number7
DOIs
Publication statusPublished - 19 Apr 1996

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Lithium
pyridine
butyllithium
n-butyllithium

Keywords

  • dihydropyridine
  • heterocycles
  • hydride transfer
  • lithium compounds
  • structure elucidation

Cite this

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title = "Stoichiometric dependence of the long-established reaction of butyllithium with pyridine: A hidden secondary reaction that produces a pyridine adduct of a lithiodihydropyridine",
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.",
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author = "Robert Mulvey and Lorraine Dunbar and W. Clegg and L. Horsburgh",
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AU - Mulvey, Robert

AU - Dunbar, Lorraine

AU - Clegg, W.

AU - Horsburgh, L.

PY - 1996/4/19

Y1 - 1996/4/19

N2 - 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.

AB - 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.

KW - dihydropyridine

KW - heterocycles

KW - hydride transfer

KW - lithium compounds

KW - structure elucidation

U2 - 10.1002/anie.199607531

DO - 10.1002/anie.199607531

M3 - Article

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JO - Angewandte Chemie International Edition

JF - Angewandte Chemie International Edition

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