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The "slippage" methodology was first exploited for the rotaxane syntheses that were conducted in a statistical manner. For examples, see: a) I. T. Harrison, J. Chem. Soc. Chem. Commun. 1972, 231-232;
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For other examples, see: d) ref. [8g]
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For other examples, see: d) ref. [8g];
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99
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0001675749
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The distinction between rotaxanes and pseudorotaxanes is far from being a straightforward one. When size-complementarity between the stoppers and the macrocyclic component is achieved, certain "rotaxanes" behave as pseudorotaxanes and can dissociate into their constituent components under appropriate conditions. Thus, a species which is a rotaxane at ambient temperature might well be a pseudorotaxane at elevated temperatures. Even a solvent change can turn a rotaxane into a pseudorotaxane at the same temperature. See: a) F. M. Raymo, J. F. Stoddart, Chem. Rev. 1999, 99, 1643-1663;
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For a preliminary communication describing parts of this work, see: J. O. Jeppesen, J. Becher, J. F. Stoddart, Org. Lett. 2002, 4, 557-560.
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Philp, D.1
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109
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0030979932
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a) P. R. Ashton, R. Ballardini, V. Balzani, S. E. Boyd, A. Credi, M. T. Gandolfi, M. Gómez-López, S. Iqbal, D. Philp, J. A. Preece, L. Prodi, H. G. Ricketts, J. F. Stoddart, M. S. Tolley, M. Venturi, A. J. P. White, D. J. Williams, Chem. Eur. J. 1997, 3, 152-170;
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Stoddart, J.F.13
Tolley, M.S.14
Venturi, M.15
White, A.J.P.16
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110
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27844469166
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b) A. Credi, M. Montalti, V. Balzani, S. J. Langford, F. M. Raymo, J. F. Stoddart, New J. Chem. 1998, 22, 1061-1065.
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0001010648
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Jeppesen, J.O.1
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112
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0001573077
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M. Asakawa, W. Dehaen, G. L'abbé, S. Menzer, J. Nouwen, F. M. Raymo, J. F. Stoddart, D. J. Williams, J. Org. Chem. 1996, 61, 9591-9595.
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113
-
-
0142132260
-
-
note
-
a where R is the gas constant and T is the absolute temperature.
-
-
-
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114
-
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0005427793
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a) R. Wolf, M. Asakawa, P. R. Ashton, M. Gómez-López, C. Hamers, S. Menzer, I. W. Parsons, N. Spencer, J. F. Stoddart, M. S. Tolley, D. J. Williams, Angew. Chem. 1998, 110, 1018-1022; Angew. Chem. Int. Ed. 1998, 37, 975-979;
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Wolf, R.1
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Tolley, M.S.10
Williams, D.J.11
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115
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0031961088
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a) R. Wolf, M. Asakawa, P. R. Ashton, M. Gómez-López, C. Hamers, S. Menzer, I. W. Parsons, N. Spencer, J. F. Stoddart, M. S. Tolley, D. J. Williams, Angew. Chem. 1998, 110, 1018-1022; Angew. Chem. Int. Ed. 1998, 37, 975-979;
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116
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0035101904
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b) V. Balzani, A. Ceroni, A. Credi, M. Gómez-López, C. Hamers, J. F. Stoddart, R. Wolf, New J. Chem. 2001, 25, 25-31.
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Balzani, V.1
Ceroni, A.2
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Gómez-López, M.4
Hamers, C.5
Stoddart, J.F.6
Wolf, R.7
-
117
-
-
0142036998
-
-
note
-
For further details, see the Experimental Section.
-
-
-
-
118
-
-
0142068954
-
-
note
-
4+ ring has previously been observed in both bistable [2]rotaxanes and [2]pseudorotaxanes incorporating an MPTTF unit and a DNP moiety on the rod-section of its dumbbell component, see: ref. [13b].
-
-
-
-
119
-
-
0142068953
-
-
note
-
4+, but the ε value for this interaction is normally very weak at wavelengths higher than 700 nm.
-
-
-
-
120
-
-
0142068952
-
-
note
-
-1.
-
-
-
-
121
-
-
0142068956
-
-
note
-
4+ ring. Such an SMe group resonates at a chemical shift higher than δ 2.6, whereas an "uncomplexed" SMe group has a chemical shift of about δ 2.40 ppm. See: a) ref. [13]; b) ref. [16].
-
-
-
-
122
-
-
0142132259
-
-
See Supporting Information
-
See Supporting Information.
-
-
-
-
123
-
-
0033064484
-
-
a) M. Asakawa, P. R. Ashton, V. Balzani, C. L. Brown, A. Credi, O. A. Matthews, S. P. Newton, F. M. Raymo, A. N. Shipway, N. Spencer, A. Quick, J. F. Stoddart, A. J. P. White, D. J. Williams, Chem. Eur. J. 1999, 5, 860-875;
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Matthews, O.A.6
Newton, S.P.7
Raymo, F.M.8
Shipway, A.N.9
Spencer, N.10
Quick, A.11
Stoddart, J.F.12
White, A.J.P.13
Williams, D.J.14
-
124
-
-
0142036931
-
-
b) ref. [13b]
-
b) ref. [13b]
-
-
-
-
125
-
-
0142068876
-
-
c) ref. [15a]
-
c) ref. [15a]
-
-
-
-
126
-
-
0142036997
-
-
note
-
4+, respectively.
-
-
-
-
127
-
-
0004165224
-
-
Harper Collins Publisher, New York
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K. J. Laidler, Chemical Kinetics, Harper Collins Publisher, New York, 1987.
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(1987)
Chemical Kinetics
-
-
Laidler, K.J.1
-
128
-
-
0142036999
-
-
note
-
0 is the initial absorbance (at 520 nm). This outcome is a consequence of the fact that the data points were collected in the early stage of the experiments where the reverse process is not yet occurring to any significant extent.
-
-
-
-
129
-
-
0142132256
-
-
note
-
B is the Boltzmann constant.
-
-
-
-
130
-
-
0142132258
-
-
note
-
4+.
-
-
-
-
131
-
-
0142068955
-
-
note
-
4+, respectively, and t the time.
-
-
-
-
132
-
-
0142132257
-
-
note
-
3 at 300 K.
-
-
-
-
133
-
-
0142100601
-
-
note
-
≠ values would be expected to be small.
-
-
-
-
134
-
-
11944264464
-
-
a) P. R. Ashton, R. Ballardini, V. Balzani, A. Credi, M. T. Gandolfi, D. J.-F. Marquis, L. Pérez-Garcia, L. Prodi, J. F. Stoddart, M. Venturi, A. J. P. White, D. J. Williams, J. Am. Chem. Soc. 1995, 117, 11171-11197;
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135
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0031041828
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b) M. Asakawa, P. R. Ashton, R. Ballardini, V. Balzani, M. Belohradsky, M. T. Gandolfi, O. Kocian, L. Prodi, F. M. Raymo, J. F. Stoddart, M. Venturi, J. Am. Chem. Soc. 1997, 119, 302-310;
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136
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0034093292
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c) R. Ballardini, V. Balzani, W. Dehaen, A. E. Dell'Erba, F. M. Raymo, J. F. Stoddart, M. Venturi, Eur. J. Org. Chem. 2000, 591-602.
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-
Ballardini, R.1
Balzani, V.2
Dehaen, W.3
Dell'Erba, A.E.4
Raymo, F.M.5
Stoddart, J.F.6
Venturi, M.7
-
137
-
-
0034616406
-
-
V. Balzani, A. Credi, G. Mattersteig, O. A. Matthews, F. M. Raymo, J. F. Stoddart, M. Venturi, A. J. P. White, D. J. Williams, J. Org. Chem. 2000, 65, 1924-1936.
-
(2000)
J. Org. Chem.
, vol.65
, pp. 1924-1936
-
-
Balzani, V.1
Credi, A.2
Mattersteig, G.3
Matthews, O.A.4
Raymo, F.M.5
Stoddart, J.F.6
Venturi, M.7
White, A.J.P.8
Williams, D.J.9
-
138
-
-
0142036996
-
-
note
-
4+ is only 35 %.
-
-
-
-
139
-
-
0031444416
-
-
a) M. Asakawa, P. R. Ashton, V. Balzani, A. Credi, G. Mattersteig, O. A. Matthews, N. Montalti, N. Spencer, J. F. Stoddart, M. Venturi, Chem. Eur. J. 1997, 3, 1992-1996;
-
(1997)
Chem. Eur. J.
, vol.3
, pp. 1992-1996
-
-
Asakawa, M.1
Ashton, P.R.2
Balzani, V.3
Credi, A.4
Mattersteig, G.5
Matthews, O.A.6
Montalti, N.7
Spencer, N.8
Stoddart, J.F.9
Venturi, M.10
-
140
-
-
0032770935
-
-
b) M. Asakawa, P. R. Ashton, V. Balzani, S. E. Boyd, A. Credi, G. Mattersteig, S. Menzer, M. Montalti, F. M. Raymo, C. Ruffilli, J. F. Stoddart, M. Venturi, D. J. Williams, Eur. J. Org. Chem. 1999, 985-994.
-
(1999)
Eur. J. Org. Chem.
, pp. 985-994
-
-
Asakawa, M.1
Ashton, P.R.2
Balzani, V.3
Boyd, S.E.4
Credi, A.5
Mattersteig, G.6
Menzer, S.7
Montalti, M.8
Raymo, F.M.9
Ruffilli, C.10
Stoddart, J.F.11
Venturi, M.12
Williams, D.J.13
-
141
-
-
0142100600
-
-
note
-
4+.
-
-
-
-
144
-
-
0142100599
-
-
note
-
4+ has almost a "constant" absorbance at 400 nm.
-
-
-
-
145
-
-
0142132255
-
-
note
-
1H NMR spectrum.
-
-
-
-
146
-
-
0001285778
-
-
S. F. Nelsen, L.-J. Chen, M. T. Ramm, G. T. Voy, D. R. Powell, M. A. Aceola, T. R. Seehafer, J. J. Sabelko, J. R. Pladziewicz, J. Org. Chem. 1996, 61, 1405-1412.
-
(1996)
J. Org. Chem.
, vol.61
, pp. 1405-1412
-
-
Nelsen, S.F.1
Chen, L.-J.2
Ramm, M.T.3
Voy, G.T.4
Powell, D.R.5
Aceola, M.A.6
Seehafer, T.R.7
Sabelko, J.J.8
Pladziewicz, J.R.9
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