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note
-
The diastereoisomers of 1 can be separated by preferential crystallization of the anti isomers from diethyl ether.
-
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79
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4644285710
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note
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Despite the chiral space group C2 no spontaneous resolution of the enantiomers of 1 was observed. CCDC-236848 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge at www.ccdc.cam.uk/conts/retrieving.htm or from the Cambridge Crystallographic Data Center, 12 Union Road, Cambridge CB2 1EZ, UK; Fax: (internat.) + 44-1223-336033; E-mail: deposit@ccdc.cam.ac.uk).
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80
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4644249133
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note
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1H NMR signals.
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-
-
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81
-
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4644303447
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-
note
-
Calculated based on the 5:1 anti/syn ratio and the individual quantum yields of each isomer of 1.
-
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82
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4644262685
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note
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3 for NMR analysis. The protons in the 3-position of the two quinolyl moieties of syn- and anti-1 exhibit upfield shifted singlets at δ = 6.76 ppm and 6.34 ppm, respectively, and can easily be distinguished. The singlet at δ = 6.76 ppm overlaps with a multiplet of two other protons of the syn isomer. For accuracy, all four protons were integrated and the combined area was divided by two prior to determination of the anti/syn ratio of 1. The ratio of the isomers of 1 measured by NMR and fluorescence spectroscopy did not change after solvent removal.
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