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Synthesis and Characterization of the First Mixed Alkali Metal Enolate Containing Amine Ligands: A Novel “Open‐Stack” Structure and Its Implications for Aldol Addition
Author(s) -
Henderson Kenneth W.,
Williard Paul G.,
Bernstein Peter R.
Publication year - 1995
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.199511171
Subject(s) - aldol reaction , amine gas treating , stack (abstract data type) , chemistry , alkali metal , selectivity , aldol condensation , metal , stereochemistry , organic chemistry , catalysis , computer science , programming language
Two exceptionally long NaO distances in Li/Na enolate 1 lead to a unique “open‐stack” structure (sketch of the framework depicted on the right). This can be used as a model for the intermediates in aldol reactions. The two outer sodium atoms in the stack are bound to amine ligands, which can thus influence the selectivity of an attack on the enolate.