Flexible coordination networks with fluorinated backbones. Remarkable ability for induced-fit enclathration of organic molecules

Journal of the American Chemical Society

Volumn 122, Issue 9, 2000, Pages 2140-2141

  Kasai, Kayoko ^a   Aoyagi, Masaru ^b   Fujita, Makoto ^c  

^a MIYAGI UNIVERSITY OF EDUCATION   (Japan)

^b GRADUATE UNIVERSITY FOR ADVANCED STUDIES   (Japan)

^c NAGOYA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

COORDINATION COMPOUND; ORGANIC COMPOUND;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL MODIFICATION; COMPLEX FORMATION; CRYSTAL STRUCTURE; FLUORINATION; MOLECULAR INTERACTION;

EID: 0034620770     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja992553j     Document Type: Article

References (19)

1. (1)For reviews: (a) Iwamoto, T. Inclusion Compounds; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Eds.; Academic Press: London, 1991; Vol. 5, Chapters 2-4, pp 177-212.
2. (b) Janiak, C. Angew. Cliem.. Int. Ed. 1991,36, 1431.
3. A recent review on the coordination networks: Hasrman, P. J.; Haarman, D.; Zubieta, J. Angew. Chem., Int. Ed. 1999, 38, 2638.
4. Batten, S. R.; Robson, R. Angew. Chem., Int. Ed. 1998, 37, 1460 and references therein.
5. For example, see: Banks, R. E.; Smart, B. E.; Tatlow, J. C., Eds. Organofluorine Chemistry: Principles and Commercial Applications; Plenum Press: New York, 1994.
6. 2 and 1 shows hish molecular recognition ability for aromatic compounds: Fujita, M.; Nasao, S.Tlida, M.; Ogata, K.; Ogura, K. J. Am. Chem. Soc. 1993, 775, 1574.
7. Experimental: See Supporting Information. We have examined each experiment at least twice and have found that the reproducibility of the experiment is good. Yields are in general in the range of 20-70% (not optimized).
8. Examined guest compounds (network patterns) are as follows: tenbutylbenzene (ID), methyl benzoate (ID), cumene (ID), N,N′-dimethylaniline (2D), p-bromotoluene (2D), p-xylere (2D),p-methylaniline (2D), naphthalene (2D), phenyl acetate (3D), Af-methylaniline (3D), toluene (3D), α-methylstyrene (3D), m-xylene (3D), o-methoxyaniline (3D), benzyl methyl ether (3D), biphenyl (3D).
9. 8Cd: C, 53.37; H, 3.70; N, 8.12. Found: C, 53.02; H, 3.95; N, 7.71.
10. 8Cd: C, 51.70; H, 3.45; N, 9.59. Found: C, 51.76; H, 3.75; N, 9.61.
11. Fujita, M.; Kwon, Y. J.; Washizu, S.; Ogura, K. J. Am. Chent. Soc. 1994, 116, 1151.
12. 2·G (G = free 1).
13. 8Cd: C, 53.23; H, 3.44; N, 7.16. Found: C, 53.00; H, 3.28; N, 7.14.
14. 2, was treated with hexane, the guest was removed in a few days. Powder X-ray analysis showed that the resulting material was still crystalline and the diffraction pattern was completely changed from those of the original crathrate complex. Unfortunately, we have not succeeded in the absorption of the original guest after the guest removal.
15. Fujita, M.; Sasaki, O.; Ogura, K. New J. Chem. 1998, 189.
16. 2 is shown in the Supporting Information.
17. 2.
18. 12Cd: C, 57.82; H, 3.03; N, 6.32. Found: C, 57.40; H, 3.01; N, 6.00.
19. 2Py, we obtained a 2D network complex where the cavities of each layer are packed by the troughs of the adjacent layer. No enclathration has been observed with aromatic guests.