Premium
A Monomeric Organolithium Compound Containing a Free Pyramidal Carbanion in Solution and in the Solid State
Author(s) -
Breher Frank,
Grunenberg Jörg,
Lawrence Sally C.,
Mountford Philip,
Rüegger Heinz
Publication year - 2004
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200353308
Subject(s) - carbanion , solid state , monomer , organolithium compounds , chemistry , crystallography , polymer chemistry , stereochemistry , organic chemistry , polymer , ion , deprotonation
A suitable bridle , created by intramolecular chelation of the Li cation, and lack of π delocalization, yielded the first monomeric lithium organyl compound containing an unassociated tetrahedral carbanionic center (see picture). The zwitterionic structure found in the solid state is preserved in solution. Only weak electrostatic Li + ⋅⋅⋅C − interactions are apparent; there is no Li–C contact and therefore no “classical” aggregation.