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Volumn 120, Issue 5, 1998, Pages 920-931

Constitutionally asymmetric and chiral [2]pseudorotaxanes

Author keywords

[No Author keywords available]

Indexed keywords

CATION; HYDROQUINONE; POLYETHER; TAXANE DERIVATIVE;

EID: 0032506944     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja970018i     Document Type: Article
Times cited : (47)

References (52)
  • 7
    • 84985574355 scopus 로고
    • For approaches to the design of supramolecular systems, see, for example: (a) Lehn, J.-M. Angew. Chem., Int. Ed. Engl. 1988, 27, 89-112.
    • (1988) Angew. Chem., Int. Ed. Engl. , vol.27 , pp. 89-112
    • Lehn, J.-M.1
  • 27
    • 0007116617 scopus 로고
    • For reviews describing experimental evidence and theoretical aspects of [CHâââO] hydrogen bonding, see: (a) Desiraju, G. R. Acc. Chem. Res. 1991, 24, 290-296.
    • (1991) Acc. Chem. Res. , vol.24 , pp. 290-296
    • Desiraju, G.R.1
  • 31
    • 0021373079 scopus 로고
    • For articles describing the assembly of hydrogen-bonded linear systems featuring the carboxylic acid-carboxylic acid recognition motif, see: (a) Hoshino, H.; Jin, J. I.; Lenz, R. W. J. Appl. Polym. Sci. 1984, 29, 547-554.
    • (1984) J. Appl. Polym. Sci. , vol.29 , pp. 547-554
    • Hoshino, H.1    Jin, J.I.2    Lenz, R.W.3
  • 34
    • 0000882065 scopus 로고
    • Pseudopolyrotaxanes have been defined as polymeric structures that are comprised of a linear macromolecule which incorporates numerous macrocycles along its length, whereas polypseudorotaxanes are defined as a covalently linked array of pseudorotaxanes, where the macrocycles are not confined on the polymer backbone, but rather are located on strands emanating from the polymer backbone. See: (a) Amabilino, D. B.; Stoddart, J. F. Pure Appl. Chem. 1993, 65, 2351-2359.
    • (1993) Pure Appl. Chem. , vol.65 , pp. 2351-2359
    • Amabilino, D.B.1    Stoddart, J.F.2
  • 41
    • 0017136359 scopus 로고
    • (c) Mori, K. Tetrahedron 1976, 32, 1101-1105.
    • (1976) Tetrahedron , vol.32 , pp. 1101-1105
    • Mori, K.1
  • 42
    • 0343815030 scopus 로고
    • (d) Koppenhoefer, B.; Trettin, U.; Figura, R.; Lin, B. Tetrahedron Lett. 1989, 38, 5109-5110. In a test, (R)-1,2-propanediol was stirred overnight under basic conditions (KOH/dioxane) and checked on a permethylated â-cyclodextrin GC column. Comparison with (S)-1,2- propanediol showed that no racemization had taken place.
    • (1989) Tetrahedron Lett. , vol.38 , pp. 5109-5110
    • Koppenhoefer, B.1    Trettin, U.2    Figura, R.3    Lin, B.4
  • 46
    • 16944364302 scopus 로고    scopus 로고
    • This situation is reminiscent of a synthetic approach to selfassembling [n]rotaxanes we refer to as "slippage". The approach relies upon the complementarity between π-electron-deficient bipyridinium-based dumbbell-shaped components and π-electron-rich hydroquinone-based or dioxynaphthalene-based macrocyclic polyether components. By careful selection of the size of the stoppers covalently attached at both ends of the dumbbell-shaped compounds, together with the size of the macrocyclic polyethers, the association of the complementary components to afford rotaxanes can be achieved under the influence of thermal energy. See: Asakawa, M.; Ashton, P. R.; Balzani, V.; Belohradsky, M.; Gandolfi, M. T.; Kocian, O.; Prodi, L.; Raymo, F. M.; Stoddart, J. F.; Venturi, M. J. Am. Chem. Soc. 1996, 118, 12012-12020.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 12012-12020
    • Asakawa, M.1    Ashton, P.R.2    Balzani, V.3    Belohradsky, M.4    Gandolfi, M.T.5    Kocian, O.6    Prodi, L.7    Raymo, F.M.8    Stoddart, J.F.9    Venturi, M.10
  • 52
    • 0000331291 scopus 로고
    • These are low g values compared to g values of other types of electronic transitions. For example, n-π, π-π, π-πcouplet, πx-πx, πx-πy, and n-ótransitions have typical g values of 30- 10-3, 8- 10-3, 3- 10-3, 2- 10-3, and 1- 10-3, respectively. See ref 34b, p 1014. CD activity in charge-transfer transitions has also been observed in [2,2]- metacyclophanes. See: Knops, P.; Windscherf, P.-M.; Vögtle, F.; Roloff, A.; Jansen, M.; Nieger, M.; Niecke, E.; Okamoto, Y. Chem. Ber. 1991, 124, 1585-1590.
    • (1991) Chem. Ber. , vol.124 , pp. 1585-1590
    • Knops, P.1    Windscherf, P.-M.2    Vögtle, F.3    Roloff, A.4    Jansen, M.5    Nieger, M.6    Niecke, E.7    Okamoto, Y.8


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.