S-cylindrophanes: From metal tweezers to metal sandwiches

Angewandte Chemie - International Edition

Volumn 38, Issue 13-14, 1999, Pages 1968-1971

  Mascal, Mark ^a   Kerdelhué, Jean Luc ^a   Blake, Alexander J ^a   Cooke, Paul A ^a  

^a UNIVERSITY OF NOTTINGHAM   (United Kingdom)

Author keywords

Coordination modes; Cyclophanes; Macrocycles; Sandwich complexes

Indexed keywords

MACROCYCLIC COMPOUND; METAL DERIVATIVE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE;

ARTICLE; CHEMICAL BOND; CHEMICAL INTERACTION; CHEMICAL STRUCTURE; ELECTRON TRANSPORT; METAL BINDING; NUCLEAR MAGNETIC RESONANCE IMAGING;

EID: 0033549569     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1521-3773(19990712)38:13/14<1968::AID-ANIE1968>3.0.CO;2-U     Document Type: Article

References (28)

1. The term "macrobicycle" as applied here is used as an analogy to cryptand macrobicycles with aromatic rings counted as bridgeheads, and is not intended to be a formal description of the ring system.
2. For a detailed treatment on conformational aspects of larger rings, see J. Dale, Angew. Chem. 1966, 78, 1070-1093; Angew. Chem. Int. Ed. Engl. 1966, 5, 1000-1021.
3. For a detailed treatment on conformational aspects of larger rings, see J. Dale, Angew. Chem. 1966, 78, 1070-1093; Angew. Chem. Int. Ed. Engl. 1966, 5, 1000-1021.
4. 3-silver-1,2,4,5-[2.2.2.2.2.2]cyclophane]: H. C. Kang, A. W. Hanson, B. Eaton, V. Boekelheide, J. Am. Chem. Soc. 1985, 107, 1979-1985.
5. 3-silver-1,2,4,5-[2.2.2.2.2.2]cyclophane]: H. C. Kang, A. W. Hanson, B. Eaton, V. Boekelheide, J. Am. Chem. Soc. 1985, 107, 1979-1985.
6. 3-silver-1,2,4,5-[2.2.2.2.2.2]cyclophane]: H. C. Kang, A. W. Hanson, B. Eaton, V. Boekelheide, J. Am. Chem. Soc. 1985, 107, 1979-1985.
7. The analogous [n.n]paracyclophanes and sym-[n.n.n]cyclophanes where n is an odd number reside however in deep potential energy wells with benzene rings parallel: reference [2] and M. Mascal, J.-L. Kerdelhué, A. S. Batsanov, M. J. Begley, J. Chem. Soc. Perkin Trans. 1 1996, 1141-1151.
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13. 4). Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge CB21EZ, UK (fax: (+44)1223-336-033; e-mail: deposit@ccdc.cam.ac.uk).
14. Data represent the ordered half-molecule in the asymmetric unit.
15. Data represent one of two very similar half-molecules in the asymmetric unit.
16. Cambridge Structural Database Version 5.16 (190 307 structures, October 1998 release): F. H. Allen, O. Kennard, Chem. Des. Automat. News 1993, 8, 31-37.
17. The United Kingdom Chemical Database Service: D. A. Fletcher, R. F. McMeeking, D. Parkin, J. Chem. Inf. Comput. Sci. 1996, 36, 746-749.
18. 2, and the 5 Å height of the cylinder was limited by constraining om.
19. CSD refcodes: DOCPAM, TEXZUR, YUHDEK, ZODZAT.
20. H. Schmidbaur, Angew. Chem., 1985, 97, 893-904; Angew. Chem. Int. Ed. Engl. 1985, 24, 893-904.
21. H. Schmidbaur, Angew. Chem., 1985, 97, 893-904; Angew. Chem. Int. Ed. Engl. 1985, 24, 893-904.
22. In all cases the benzene rings are associated independently to the metal. CSD refcodes: BEDBER, DEKMAH, FICXEU, HALVEV, JIVTEN, JIVTIR, SEJKAT, SIRROA.
23. J. L. Atwood, W. E. Hunter, R. D. Rogers, J. A. Weeks, J. Inclusion Phenom. 1985, 3, 113-123.
24. 11.
25. 1 (metal-centroid, 2.89 Å): F. Fages, J.-P. Desvergne, H. Bouas-Laurent, J. Hinschberger, P. Marsau, M. Petraud, Nouv. J. Chim., 1988, 12, 95-106; H. Andrianatoadndro, Y. Barrans, P. Marsau, J. P. Desvergne, F. Fages, H. Bouas-Laurent, Acta Crystallogr. Sect. B 1995, 51, 293-300, respectively.
26. 1 (metal-centroid, 2.89 Å): F. Fages, J.-P. Desvergne, H. Bouas-Laurent, J. Hinschberger, P. Marsau, M. Petraud, Nouv. J. Chim., 1988, 12, 95-106; H. Andrianatoadndro, Y. Barrans, P. Marsau, J. P. Desvergne, F. Fages, H. Bouas-Laurent, Acta Crystallogr. Sect. B 1995, 51, 293-300, respectively.
27. SHELXS-97: G. M. Sheldrick, Acta Crystallogr. Sect. A 1990, 46, 467-473.
28. G. M. Sheldrick, SHELXL-97, University of Göttingen, 1997.