Axially Chiral Binaphthyl Surrogates with an Inner N− H− N Hydrogen Bond

…, K Hayashi, K Tsubaki, T Yoshimura…

Index: Kawabata, Takeo; Jiang, Changsheng; Hayashi, Kazuhiro; Tsubaki, Kazunori; Yoshimura, Tomoyuki; et al. Journal of the American Chemical Society, 2009 , vol. 131, p. 54 - 55

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Citation Number: 20

Abstract

Novel chiral binaphtyl surrogates with an inner hydrogen bond have been created. The N H appears at 13.0− 13.3 ppm in thier 1H NMR spectrum, indicating extremely strong hydrogen bonding. Enantiomers of these compounds were stable at ambient temperature and separable by HPLC with a chiral stationary phase. The half-lives of racemization of the enantiomer are in the range 3 months to 2 years at 20° C, and the barriers for ...