A Threading Method Yielding Non-Polymeric Rotaxanes Containing Urea and Carbamate Units

Synlett

Volumn 1997, Issue 10, 1997, Pages 1184-1186

  Braun, Oliver ^a   Vögtle, Fritz ^a  

^a UNIVERSITY OF BONN   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0344314113     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1997-984     Document Type: Article

References (33)

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2. a) Hoss, R.; Vögtle, F. Angew. Chem. 1994, 106, 389-398; Angew. Chem. Int. Ed. Engl. 1994, 33, 375-384.
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4. c) Vögtle, V.; Hoss, R.; Händel, M. in: Applied Homogeneous Catalysis with Organometallic Compounds, Cornils, B.; Herrmann, W. A. (eds.), VCH Weinheim, 1996.
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7. c) Vögtle, F.; Jäger, R.; Baumann, S.; Fischer, M.; Safarowsky, O.; Nieger, M. Liebigs Ann. 1997, submitted.
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17. For reviews on catenanes and rotaxanes see: a) Schill, G. Catenanes, Rotaxanes and Knots, Academic Press New York, 1971. b) Dietrich-Buchecker, C. O.; Sauvage, J.-P. Chem. Rev. 1987, 87, 795-810. c) Gibson, H. W.; Bheda, M. C.; Engen, P. T. Progr. Polym. Sci. 1994, 19, 843 d) Amabilino, D. B.; Stoddart, J. F. Chem. Rev. 1995, 95, 2725-2828. e) Gibson, H. W. in: Large Ring Molecules, Semlyen, J. A. (ed.), John Wiley & Sons, New York, 1996, 191-262. f) Jäger, R.; Vögtle, F. Angew. Chem. 1997, 109, 966-980; Angew. Chem. Int. Ed. Engl. 1997, 36, 930-944.
18. For reviews on catenanes and rotaxanes see: a) Schill, G. Catenanes, Rotaxanes and Knots, Academic Press New York, 1971. b) Dietrich-Buchecker, C. O.; Sauvage, J.-P. Chem. Rev. 1987, 87, 795-810. c) Gibson, H. W.; Bheda, M. C.; Engen, P. T. Progr. Polym. Sci. 1994, 19, 843 d) Amabilino, D. B.; Stoddart, J. F. Chem. Rev. 1995, 95, 2725-2828. e) Gibson, H. W. in: Large Ring Molecules, Semlyen, J. A. (ed.), John Wiley & Sons, New York, 1996, 191-262. f) Jäger, R.; Vögtle, F. Angew. Chem. 1997, 109, 966-980; Angew. Chem. Int. Ed. Engl. 1997, 36, 930-944.
19. For reviews on catenanes and rotaxanes see: a) Schill, G. Catenanes, Rotaxanes and Knots, Academic Press New York, 1971. b) Dietrich-Buchecker, C. O.; Sauvage, J.-P. Chem. Rev. 1987, 87, 795-810. c) Gibson, H. W.; Bheda, M. C.; Engen, P. T. Progr. Polym. Sci. 1994, 19, 843 d) Amabilino, D. B.; Stoddart, J. F. Chem. Rev. 1995, 95, 2725-2828. e) Gibson, H. W. in: Large Ring Molecules, Semlyen, J. A. (ed.), John Wiley & Sons, New York, 1996, 191-262. f) Jäger, R.; Vögtle, F. Angew. Chem. 1997, 109, 966-980; Angew. Chem. Int. Ed. Engl. 1997, 36, 930-944.
20. For reviews on catenanes and rotaxanes see: a) Schill, G. Catenanes, Rotaxanes and Knots, Academic Press New York, 1971. b) Dietrich-Buchecker, C. O.; Sauvage, J.-P. Chem. Rev. 1987, 87, 795-810. c) Gibson, H. W.; Bheda, M. C.; Engen, P. T. Progr. Polym. Sci. 1994, 19, 843 d) Amabilino, D. B.; Stoddart, J. F. Chem. Rev. 1995, 95, 2725-2828. e) Gibson, H. W. in: Large Ring Molecules, Semlyen, J. A. (ed.), John Wiley & Sons, New York, 1996, 191-262. f) Jäger, R.; Vögtle, F. Angew. Chem. 1997, 109, 966-980; Angew. Chem. Int. Ed. Engl. 1997, 36, 930-944.
21. For reviews on catenanes and rotaxanes see: a) Schill, G. Catenanes, Rotaxanes and Knots, Academic Press New York, 1971. b) Dietrich-Buchecker, C. O.; Sauvage, J.-P. Chem. Rev. 1987, 87, 795-810. c) Gibson, H. W.; Bheda, M. C.; Engen, P. T. Progr. Polym. Sci. 1994, 19, 843 d) Amabilino, D. B.; Stoddart, J. F. Chem. Rev. 1995, 95, 2725-2828. e) Gibson, H. W. in: Large Ring Molecules, Semlyen, J. A. (ed.), John Wiley & Sons, New York, 1996, 191-262. f) Jäger, R.; Vögtle, F. Angew. Chem. 1997, 109, 966-980; Angew. Chem. Int. Ed. Engl. 1997, 36, 930-944.
22. For reviews on catenanes and rotaxanes see: a) Schill, G. Catenanes, Rotaxanes and Knots, Academic Press New York, 1971. b) Dietrich-Buchecker, C. O.; Sauvage, J.-P. Chem. Rev. 1987, 87, 795-810. c) Gibson, H. W.; Bheda, M. C.; Engen, P. T. Progr. Polym. Sci. 1994, 19, 843 d) Amabilino, D. B.; Stoddart, J. F. Chem. Rev. 1995, 95, 2725-2828. e) Gibson, H. W. in: Large Ring Molecules, Semlyen, J. A. (ed.), John Wiley & Sons, New York, 1996, 191-262. f) Jäger, R.; Vögtle, F. Angew. Chem. 1997, 109, 966-980; Angew. Chem. Int. Ed. Engl. 1997, 36, 930-944.
23. For reviews on catenanes and rotaxanes see: a) Schill, G. Catenanes, Rotaxanes and Knots, Academic Press New York, 1971. b) Dietrich-Buchecker, C. O.; Sauvage, J.-P. Chem. Rev. 1987, 87, 795-810. c) Gibson, H. W.; Bheda, M. C.; Engen, P. T. Progr. Polym. Sci. 1994, 19, 843 d) Amabilino, D. B.; Stoddart, J. F. Chem. Rev. 1995, 95, 2725-2828. e) Gibson, H. W. in: Large Ring Molecules, Semlyen, J. A. (ed.), John Wiley & Sons, New York, 1996, 191-262. f) Jäger, R.; Vögtle, F. Angew. Chem. 1997, 109, 966-980; Angew. Chem. Int. Ed. Engl. 1997, 36, 930-944.
24. Vögtle, F.; Ahuis, F.; Baumann, S.; Sessler, J. L. Liebigs Ann. 1996, 921-926.
25. Cf. clipping-synthesis of polyrotaxanes using diisocyanates: Langford, S. J.; Stoddart, J. F. in: Chemical Synthesis: Gnosis to Prognosis, Chatgilialoglu, C.; Snieckus, V. (eds.), NATO ASI Series, Kluwer Academic Publishers Dordrecht, 1994.
26. Jäger, R.; Händel, M.; Harren, J.; Rissanen, K.; Vögtle, F. Liebigs Ann. 1996, 1201-1207.
27. Vögtle, F.; Händel, M.; Meier, S.; Ottens-Hildebrandt, S.; Ott, F.; Schmidt, T. Liebigs Ann. 1995, 739-743.
28. Recently we were able to synthesize another carbamate rotaxane by using 1,3-xylylene diisocyanate as guest, macrocycle 2 as host and (4-hydroxyphenyl)triphenylmethane 7 as stopper, which is not fully characterized yet.
29. Hunter, C. A. J. Chem. Soc., Chem. Commun. 1991, 749-751.
30. +)) with thiourea-linked axle, which could not be isolated yet.
31. a) Shen, Y. X.; Gibson, H. W. Macromolecules 1992, 25, 2058-2059.
32. b) Shen, Y. X.; Xie, D.; Gibson, H. W. J. Am. Chem. Soc. 1994, 116, 537-548.
33. c) Marand. E.; Hu, Q.; Gibson, H. W. Macromolecules 1996, 29, 2555-2562.