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Lithium‐Coordinated α‐Sulfonimidoyl Carbanions: Crystal Study of [(S)‐( N ‐Methyl‐ S ‐phenylsulfonimidoyl)methyllithium] 4 . 2(tmeda) and Configurative Stability of [( N ‐Methyl‐ S ‐phenylsulfonimidoyl)isopropyllithium]
Author(s) -
Gais HansJoachim,
Erdelmeier Irene,
Lindner Hans J.,
Vollhardt Jürgen
Publication year - 1986
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.198609381
Subject(s) - carbanion , methyllithium , chemistry , lithium (medication) , crystal structure , crystallography , crystal (programming language) , stereochemistry , computer science , programming language , medicine , endocrinology
The structure of lithioalkylsulfoximides of type 1, which are important in asymmetric synthesis , is full of surprises. In the crystal, the title compound ( 1a ) 4 . 2(tmeda) contains two peripheral Li atoms with the expected coordination and two central Li atoms with three C and three N contacts. A barrier for rotation around the CS bond has been measured for the second comound, 1b . The carbanions of 1 are not configurationally stable at the anionic C atoms.
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