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Self-assembled capsules via hydrogen bonding: a) M. M. Conn, J. Rebek, Jr., Chem. Rev. 1997, 97, 1647-1668;
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Self-assembled capsules through metal-ligand interactions: a) O. D. Fox, N. K. Dalley, R. G. Harrison, J. Am. Chem. Soc. 1998, 120, 7111;
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b) B. Olenyuk, M. D. Levin, J. A. Whiteford, J. E. Shield, P. J. Stang, J. Am. Chem. Soc. 1999, 121, 10434;
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c) O. D. Fox, M. G. B. Drew, P. D. Beer, Angew. Chem. 2000, 112, 140-144;
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0000061799
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d) A. J. Terpin, M. Ziegler, D. W. Johnson, K. N. Raymond, Angew. Chem. 2001, 113, 161-164;
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0001150151
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Angew. Chem. Int. Ed. 2000, 39, 4119-4121;
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f) T. N. Parac, M. Scherer, K. N. Raymond, Angew. Chem. 2000, 112, 1288-1291;
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a) T. Heinz, D. M. Rudkevich, J. Rebek, Jr., Angew. Chem. 1999, 111, 1206-1209;
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Heinz, T.1
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Angew. Chem. Int. Ed. 1999, 38, 1136-1139;
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0033606255
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b) F. C. Tucci, D. M. Rudkevich, J. Rebek, Jr., J. Am. Chem. Soc. 1999, 121, 4928-4929;
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0000308626
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2v-symmetrical tetraesters derived from resorcarenes is induced by tropylium cations: A. Shivanyuk, E. F. Paulus, V. Böhmer, Angew. Chem. 1999, 111, 3091-3094;
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b) O. Mogck, V. Böhmer, W. Vogt, Tetrahedron 1996, 52, 8489-8496;
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0000085706
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c) B. C. Hamman, K. D. Shimizu, J. Rebek, Jr., Angew. Chem. 1996, 108, 1425-1427;
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Hamman, B.C.1
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1542502565
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O. Mogck, E. F. Paulus, V. Böhmer, I. Thondorf, W. Vogt, Chem. Commun. 1996, 2533-2534.
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0033583713
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a) C. A. Schalley, R. K. Castellano, M. S. Brody, D. M. Rudkevich, G. Siuzdak, J. Rebek, Jr., J. Am. Chem. Soc. 1999, 121, 4568-4579;
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28
-
-
0033577280
-
-
Other dimeric and tetrameric self-assembled capsules were characterised analogously a) C. A. Schalley, T. Martín, U. Obst, J. Rebek, Jr., J. Am. Chem. Soc. 1999, 121, 2133-2138;
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b) F. Hof, C. Nuckolls, J. Rebek, Jr., J. Am. Chem. Soc. 2000, 122, 4251-4252.
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Hof, F.1
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-
30
-
-
0002924658
-
-
note
-
1H NMR spectrum was published in ref. [8a], from which the dimeric structure of the complex can be hardly deduced.
-
-
-
-
31
-
-
0030818032
-
-
O. Mogck, M. Pons, V. Böhmer, W. Vogt, J. Am. Chem. Soc. 1997, 119, 5706-5712.
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Mogck, O.1
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0442312078
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L. Frish, S. E. Matthews, V. Böhmer, Y. Cohen, J. Chem. Soc. Perkin Trans. 2 1999, 669-671.
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Frish, L.1
Matthews, S.E.2
Böhmer, V.3
Cohen, Y.4
-
34
-
-
0001322440
-
-
Such an inclusion with kinetically stable (NMR time scale) complexes was observed for calix[5]arenes: F. Arnaud-Neu, S. Fuangswasdi, A. Notti, S. Pappalardo, M. F. Parisi, Angew. Chem. 1998, 110, 120-122;
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Arnaud-Neu, F.1
Fuangswasdi, S.2
Notti, A.3
Pappalardo, S.4
Parisi, M.F.5
-
36
-
-
0003066453
-
-
note
-
-3 M); a half-life time of about 15 min could be estimated at room temperature.
-
-
-
-
37
-
-
0002927646
-
-
note
-
This is in agreement with selectivities observed in ESI-MS studies, see ref. [8a].
-
-
-
-
38
-
-
0002993329
-
-
note
-
c = 298 K) can be estimated from preliminary measurements for the reorientation of the hydrogen bonded belt. This indicates, that obviously already the positive charge of the guest lowers the energy barrier for the passage of the carbonyl group through the interior of the capsule. Studies for a series of cations with different size are in progress.
-
-
-
-
39
-
-
0031455443
-
-
For the dynamics of the encapsulated cyclohexane within self-assembled capsules see: B. M. O'Leary, R. M. Grotzfeld, J. Rebek, Jr., J. Am. Chem. Soc. 1997, 119, 11701-11702.
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J. Am. Chem. Soc.
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O'Leary, B.M.1
Grotzfeld, R.M.2
Rebek Jr., J.3
-
40
-
-
0002921601
-
-
note
-
In the same temperature range the up-field signal at δ = -3.15 shifts further to δ = - 3.44.
-
-
-
-
41
-
-
0001391127
-
-
For a general discussion of the symmetry properties see: M. Vysotsky, C. Schmidt, V. Böhmer, Adv. Supramol. Chem. 2000, 7, 139-233.
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(2000)
Adv. Supramol. Chem.
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Vysotsky, M.1
Schmidt, C.2
Böhmer, V.3
-
42
-
-
0002998035
-
-
note
-
2-symmetry similar to the spectrum reported in ref. [11].
-
-
-
-
43
-
-
0003051885
-
-
note
-
Alternatively the NH hydrogen atoms could pass the interior which intuitively is less likely with a cationic guest.
-
-
-
-
44
-
-
0001543691
-
-
R. K. Castellano, B. H. Kim, J. J. Rebek, J. Am. Chem. Soc. 1997, 119, 12671-12672.
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-
-
Castellano, R.K.1
Kim, B.H.2
Rebek, J.J.3
-
45
-
-
0002920770
-
-
note
-
For the estimation of the cavity volume see ref. [7].
-
-
-
-
47
-
-
0002924660
-
-
note
-
Tetraethylsilane, as a non-charged model for the tetraalkylammonium cation is not included as guest.
-
-
-
-
48
-
-
0003062392
-
-
note
-
Results of the PMF calculations will be published in due course.
-
-
-
-
51
-
-
0002981290
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