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Convergent Synthesis, Resolution, and Chiroptical Properties of Dimethoxychromenoacridinium Ions

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Published in Organic Letters. 2014, vol. 16, no. 14, p. 3800-3803
Abstract Cationic azaoxa[4]helicenes can be prepared in a single step from a common xanthenium precursor by addition of nucleophilic amines under monitored conditions (160 °C, 2 min, MW). The (−)-(M) and (+)-(P) enantiomers can be separated by chiral stationary-phase chromatography. Determination of the absolute configuration and racemization barrier (ΔG(433 K) 33.3 ± 1.3 kcal·mol–1) was achieved by VCD and ECD spectroscopy, respectively.
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Other version: http://pubs.acs.org/doi/abs/10.1021/ol501692r
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GOUIN, Jérôme et al. Convergent Synthesis, Resolution, and Chiroptical Properties of Dimethoxychromenoacridinium Ions. In: Organic Letters, 2014, vol. 16, n° 14, p. 3800-3803. https://archive-ouverte.unige.ch/unige:38927

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Deposited on : 2014-07-28

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