Configurational Stability of 1,1′-Bi-2-naphthol in Superacid System HSO3F–SbF5–SO2ClF

Although 1,1′-bi-2-naphthol (BINOL) is known to racemize in aqueous mineral acids and much more readily in superacids, it retains its initial configuration in one of the strongest superacid system, HSO 3 F-SbF 5 -SO 2 ClF due to protective C 8 ,C 8′ -diprotonation.

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Bibliographic Details
Published in:Russian journal of organic chemistry 2018-05, Vol.54 (5), p.792-794
Main Authors: Salnikov, G. E., Genaev, A. M., Shernyukov, A. V., Zhu, Z., Tkachenko, N. V., Koltunov, K. Yu
Format: Article
Language:English
Subjects:
Antimony fluorides
Chemistry
Chemistry and Materials Science
Inorganic acids
Naphthol
Organic Chemistry
Short Communications
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Summary:Although 1,1′-bi-2-naphthol (BINOL) is known to racemize in aqueous mineral acids and much more readily in superacids, it retains its initial configuration in one of the strongest superacid system, HSO 3 F-SbF 5 -SO 2 ClF due to protective C 8 ,C 8′ -diprotonation.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428018050214