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Carbanions with Two N Substituents: Nucleophilic Acyl‐Group‐Transfer Reagents
Author(s) -
Bojer Daniel,
Kamps Ina,
Tian Xin,
Hepp Alexander,
Pape Tania,
Fröhlich Roland,
Mitzel Norbert W.
Publication year - 2007
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.200700113
Subject(s) - carbanion , deprotonation , reagent , nucleophile , chemistry , acylation , thallium , stereochemistry , medicinal chemistry , combinatorial chemistry , organic chemistry , ion , catalysis
Without mercury or thallium: A new umpoled nucleophilic acylation reagent is formed in the direct deprotonation of 1,3,5‐trimethyl‐1,3,5‐triazacyclohexane with butyllithium. The carbanionic center is flanked by two amino groups, even though lithiation at this position is expected to be disfavored (see scheme).