X-ray structural analyses
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Full Paper
Synthesis and Structural Characterization of a New Class of Strong Chiral Brønsted Acids: 1,1′-Binaphthyl-2,2′-bis(sulfuryl)imides (JINGLEs)
Article first published online: 17 AUG 2010
DOI: 10.1002/ejoc.201000810
Copyright © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
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How to Cite
Berkessel, A., Christ, P., Leconte, N., Neudörfl, J.-M. and Schäfer, M. (2010), Synthesis and Structural Characterization of a New Class of Strong Chiral Brønsted Acids: 1,1′-Binaphthyl-2,2′-bis(sulfuryl)imides (JINGLEs). Eur. J. Org. Chem., 2010: 5165–5170. doi: 10.1002/ejoc.201000810
Publication History
- Issue published online: 7 SEP 2010
- Article first published online: 17 AUG 2010
- Manuscript Received: 6 JUN 2010
Funded by
- Deutsche Forschungsgemeinschaft. Grant Number: SPP 1179
- Fonds der Chemischen Industrie
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Keywords:
- Brønsted acids;
- Organocatalysis;
- Chirality;
- Sulfonamides;
- Biaryls
Abstract
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.