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Synthesis and Structural Characterization of a New Class of Strong Chiral Brønsted Acids: 1,1′‐Binaphthyl‐2,2′‐bis(sulfuryl)imides (JINGLEs)
Author(s) -
Berkessel Albrecht,
Christ Philipp,
Leconte Nicolas,
Neudörfl JörgM.,
Schäfer Mathias
Publication year - 2010
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201000810
Subject(s) - sulfuryl chloride , enantiopure drug , chemistry , stereochemistry , class (philosophy) , organic chemistry , enantioselective synthesis , catalysis , artificial intelligence , computer science
We herein present the first synthesis of 1,1′‐binaphthyl‐2,2′‐bis(sulfuryl)imides (JINGLEs). This new class of chiral Brønsted acids was synthesized in one step from the corresponding BINOLs and imidobis(sulfuryl chloride). A total of six enantiopure 1,1′‐binaphthyl‐2,2′‐bis(sulfuryl)imides, carrying different 3,3′‐substituents, were synthesized and characterized, inter alia, by X‐ray crystallography.