The First Pretzel-Shaped Molecules - via Catenane Precursors

Synlett

Volumn 1996, Issue 8, 1996, Pages 723-725

  Jäger, Ralf ^a   Schmidt, Thomas ^a   Karbach, Detlef ^a   Vögtle, Fritz ^a  

^a UNIVERSITY OF BONN   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0039937235     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1996-5509     Document Type: Article

References (41)

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4. For recent reviews on catenanes and rotaxanes see: a) Gibson, H. W.; Bheda, M. C.; Engen, P. T. Progr Polym. Sci. 1994, 19, 843. b) Amabilino, D. B.; Stoddart, J. F. Chem. Rev. 1995, 95, 2725 and references cited.
5. For recent reviews on catenanes and rotaxanes see: a) Gibson, H. W.; Bheda, M. C.; Engen, P. T. Progr Polym. Sci. 1994, 19, 843. b) Amabilino, D. B.; Stoddart, J. F. Chem. Rev. 1995, 95, 2725 and references cited.
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26. A molecule V with the prinzipal topology of a pretzel has been described by Schill (Schill, G. Catenanes, Rotaxanes, and Knots, Academic Press, New York 1971, p. 114f.) as an intermediate for a catenane synthesis. Yet the bridge between the two catenane-rings there consists of only one (bridging) covalent bond, and therefore the molecule cannot take up a pretzel-like shape. (Matrix Presented) Consequently there are no remarks at all regarding a pretzel molecule in this book and in chemical literature to our knowledge.
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38. 2), 123.40, 123.95, 125.24, 125.27, 125.42, 125.80, 126.91, 127.26, 127.40, 127.63, 127.90, 128.43, 128.51, 128.64, 128.93, 129.07, 129.12, 129.51, 130.53, 130.84, 132.72, 132.86 (CH), 132.31, 132.50, 133.24, 133.43, 133.70, 133.85, 134.33, 134.49, 134.54, 134.60, 134.64, 135.18, 135.56, 135.81, 135.92, 136.08, 136.37, 136.53, 136.59, 136.82, 136.85, 137.32, 138.29, 138.70, 138.86, 139.33, 140.50, 142.68, 143.10, 144.32, 146.97, 147.15, 147.39, 147.44, 147.93, 148.27, 151.82, 152.51, 153.03 (Cq), 164.56, 165.12, 165.16, 165.35, 166.78, 171.04 (C=O).
39. 2)
40. 3I). However, disubstitution of 5 leading to 8 is also possible, but since the dimeric catenane 6 has the same molecular mass no clear evidence of its formation can be found using mass spectrometry of the crude product. (Matrix Presented)
41. 4).