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Lithiation of a Simple Amine with a Large Excess of n ‐Butyllithium: The Remarkable Product (Ph 2 NLi) · [Ph(C 6 H 4 Li)NLi] 2 · ( n BuLi) 2 · (Et 2 O) 4
Author(s) -
Davies Robert P.,
Raithby Paul R.,
Snaith Ronald
Publication year - 1997
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.199712151
Subject(s) - amine gas treating , chemistry , product (mathematics) , aggregate (composite) , simple (philosophy) , butyllithium , medicinal chemistry , combinatorial chemistry , polymer chemistry , organic chemistry , materials science , philosophy , mathematics , nanotechnology , geometry , epistemology
What lithiates what? In a reaction between Ph 2 NH and excess n BuLi the aggregate 1 comprising n BuLi, monolitiated amine, and doubly lithiated amine units forms. The structure (see picture) raises interesting questions about lithiation reaction mechanisms.