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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
Author(s) -
Mulvey Robert E.,
Dunbar Lorraine,
Clegg William,
Horsburgh Lynne
Publication year - 1996
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199607531
Subject(s) - pyridine , adduct , chemistry , stoichiometry , dimer , lithium (medication) , butyllithium , medicinal chemistry , molar ratio , hydride , photochemistry , organic chemistry , catalysis , hydrogen , medicine , endocrinology
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.