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Compound 5 belongs to a whole family of novel stable carbenium ions: (a) Laursen, B. W.; Krebs, F. C.; Nielsen, M. F.; Bechgaard, K.; Christensen, J. B.; Harrit, N J. Am. Chem. Soc. 1998, 120, 12255-12263.
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Compound 5 belongs to a whole family of novel stable carbenium ions: (a) Laursen, B. W.; Krebs, F. C.; Nielsen, M. F.; Bechgaard, K.; Christensen, J. B.; Harrit, N J. Am. Chem. Soc. 1998, 120, 12255-12263.
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Cations 5 are, most probably, strong electrofugal groups: (a) Laleu, B.; Mobian, P.; Herse, C.; Laursen, B. W.; Hopfgartner, G.; Bernardinelli, G.; Lacour, J. Angew. Chem., Int. Ed. 2005, 44, 1879-1883.
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Cations 5 are, most probably, strong electrofugal groups: (a) Laleu, B.; Mobian, P.; Herse, C.; Laursen, B. W.; Hopfgartner, G.; Bernardinelli, G.; Lacour, J. Angew. Chem., Int. Ed. 2005, 44, 1879-1883.
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43949108317
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Only symmetrical diazaoxatriangulenium derivatives with the same substituents on the nitrogen atoms have been reported so far
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Only symmetrical diazaoxatriangulenium derivatives with the same substituents on the nitrogen atoms have been reported so far.
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45
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The unusual peak shape and elution profile on Chiralcel OJ (Figure 4, top trace) of the enantiomers of 6a is a known phenomenon in enantioselective chromatography and has been observed in some instances in our laboratories and other research groups. Although we have no clear explanation for this feature, it indicates that both enantiomers exhibit quite different adsorption kinetics, suggesting that they interact with different sites within the chiral polymer matrix.
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The unusual peak shape and elution profile on Chiralcel OJ (Figure 4, top trace) of the enantiomers of 6a is a known phenomenon in enantioselective chromatography and has been observed in some instances in our laboratories and other research groups. Although we have no clear explanation for this feature, it indicates that both enantiomers exhibit quite different adsorption kinetics, suggesting that they interact with different sites within the chiral polymer matrix.
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3 center has been performed according to the sequence rules detailed in the following articles: (a) Cahn, R. S.; Ingold, C.; Prelog, V. Angew. Chem., Int. Ed. Engl. 1966, 5, 385-415.
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3 center has been performed according to the sequence rules detailed in the following articles: (a) Cahn, R. S.; Ingold, C.; Prelog, V. Angew. Chem., Int. Ed. Engl. 1966, 5, 385-415.
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2 carbon closer to the O atom and the NPh moiety, respectively, then (ii) the carbon between the O atom and the NPr group, and finally (iii) the carbon flanked by the NPh and NPr moities, with the apical methyl group being the substituent with the lowest priority of all.
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2 carbon closer to the O atom and the NPh moiety, respectively, then (ii) the carbon between the O atom and the NPr group, and finally (iii) the carbon flanked by the NPh and NPr moities, with the apical methyl group being the substituent with the lowest priority of all.
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IR and VCD spectra for all nine conformers of (S)-6a are reported in the Supporting Information.
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IR and VCD spectra for all nine conformers of (S)-6a are reported in the Supporting Information.
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Even if the agreement between calculated and experimental IR and VCD spectra is not perfect, absolute configuration can be still determined. Indeed, some characteristic bands such as modes 16,17, 21, 3, and 6 can be assigned without ambiguity.
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Even if the agreement between calculated and experimental IR and VCD spectra is not perfect, absolute configuration can be still determined. Indeed, some characteristic bands such as modes 16,17, 21, 3, and 6 can be assigned without ambiguity.
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63
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43949110327
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