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0042772009
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note
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The only byproducts in this synthesis were compounds, possibly oligomeric rotaxanes, that could not be moved off the baseline during TLC analysis.
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28
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Ashton, P. R.; Brown, C. L.; Chrystal, E. J. T.; Parry, K. P.; Pietraszkiewicz, M.; Spencer, N.; Stoddart, J. F. Angew. Chem., Int. Ed. Engl. 1991, 30, 1042-1045.
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Stoddart, J.F.7
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0000839777
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The symmetry numbers of the prox and dist isomers of this compound differ by a factor of 2. Thus, a statistical mixture of the translational isomers should exist as a 2:1 ratio of the prox and dist isomers. See: Bailey, W. F.; Monahan, A. S. J. Chem. Ed. 1978, 55, 489-493.
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Bailey, W.F.1
Monahan, A.S.2
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30
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0041770086
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note
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2. Additionally, increasing the temperature reduced the signal separation and decreasing the temperature increased it. These observations suggest that the resolution of the signals is related to the rate of interconversion between the prox and dist isomers. At high temperatures or in more-polar solvents, less energy is required to break the hydrogen bonding interactions, both influences which will lower the activation free energy for the shutting process. Thus, the rate of exchange between the two translational isomers is increased and results in poorer resolution of the signals.
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31
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0042772006
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note
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3CN.
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32
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0042270846
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note
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-1). The observation that the dist isomer is the more entropically stable suggests that symmetry factors alone do not explain the observed dist/prox ratio of 0.53.
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34
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Cao, J.; Fyfe, M. C. T.; Stoddart, J. F.; Cousins, G. R. L.; Glink, P. T. J. Org. Chem. 2000, 65, 1937-1946.
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Cousins, G.R.L.4
Glink, P.T.5
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0035902771
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Ashton, P. R.; Baldoni, V.; Balzani, V.; Credi, A.; Hoffmann, H. D. A.; Martínez-Díaz, M.-V.; Raymo, F. M. R.; Stoddart, J. F.; Venturi, M. Chem. Eur. J. 2001, 7, 3482-3493.
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Baldoni, V.2
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Credi, A.4
Hoffmann, H.D.A.5
Martínez-Díaz, M.-V.6
Raymo, F.M.R.7
Stoddart, J.F.8
Venturi, M.9
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