Solid state structural evidence of chloroform-benzene-chloroform adduct trapped in hexaanthryl octaaminocryptand channels

Journal of the American Chemical Society

Volumn 128, Issue 30, 2006, Pages 9600-9601

  Lakshminarayanan, P S ^a   Kumar, D Krishna ^a   Ghosh, Pradyut ^a  

^a CSIR CENTRAL SALT AND MARINE CHEMICALS RESEARCH INSTITUTE   (India)

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC COMPOUND; BENZENE; CARBON; CHLOROFORM; HEXAANTHRYL OCTAAMINOCRYPTAND; HYDROGEN; NITROGEN; SOLVENT; UNCLASSIFIED DRUG;

ARTICLE; CALCULATION; CHEMICAL STRUCTURE; CRYSTAL STRUCTURE; HIGH TEMPERATURE; HYDROGEN BOND; SOLID STATE; STRUCTURE ANALYSIS; TEMPERATURE SENSITIVITY; X RAY CRYSTALLOGRAPHY;

EID: 33746606895     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja063228g     Document Type: Article

References (20)

1. (a) Atwood, J. L.; Hamada, F.; Robinson, K. D.; Orr, G. W.; Vincent, R. L. Nature 1991, 349, 683.
2. (b) Evans, D. R.; Fackler, N. L. P.; Xie, Z.; Rickard, C. E. F.; Boyd, P. D. W.; Reed, C. A. J. Am. Chem. Soc. 1999, 121, 8466.
3. (c) Tsunoda, M.; Gabba, F. P. J. Am. Chem. Soc. 2000, 122, 8335.
4. (d) Zheng, J.; Kwak, K.; Asbury, J.; Chen, X.; Piletic, I. R.; Fayer, M. D. Science 2005, 309, 1338.
5. (a) Brédas, J. L.; Street, G. B. J. Am. Chem. Soc. 1988, 110, 7001.
6. (b) Tsuzuki, S.; Honda, K.; Uchimaru, T.; Mikami, M.; Tanabe, K. J. Am. Chem. Soc. 2000, 122, 3746.
7. (c) Bryantsey, V. S.; Hay, B. P. J. Am. Chem. Soc. 2005, 127, 8282.
8. Read, W. G.; Cambell, E. J.; Henderson, G.; Flygare, W. H. J. Am. Chem. Soc. 1981, 103, 7670.
9. (a) López, J. C.; Caminati, W.; Alonso, J. L. Angew. Chem., Int. Ed. 2006, 45, 290.
10. (b) Suzuki, S.; Green, P. G.; Bumgarner, R. E.; Dasgupta, S.; Goddard, W. A., III; Blake, G. A. Science 1992, 257, 942.
11. (c) Rodham, D. A.; Suzuki, S.; Suenram, R. D.; Lovas, F. D.; Dasgupta, S.; Goddard, W. A., III; Blake, G. A. Nature 1993, 362, 735.
12. A CSD (version 5.27, November 2005) search was performed for the adduct of benzene with small molecules, such as water, ammonia, chloroform, and fluoroform. Search was performed by searching only benzene and the corresponding compounds and filtered using R factor < 10%, no errors and not disordered. Search results show that in the case of benzene and water adduct there are 9 reports which show adduct formation out of 108 hits, whereas there are no reports on benzene and ammonia (8 hits), benzene and chloroform (9 hits), or benzene and fluoroform (0 hits) adduct formation.
13. (a) Reeves, L. W.; Schneider, W. G. Can J. Chem. 1957, 35, 251.
14. (b) Zurcher, R. F. Helv. Chim. Acta 1961, 44, 1380.
15. Tsuzuki, S.; Honda, K.; Uchimaru, T.; Mikami, M.; Tanabe, K. J. Phys. Chem. A 2002, 106, 4423.
16. Chen, D.; Martell, A. E. Tetrahedron Lett. 1991, 47, 6895.
17. Spek, A. L. PLATON-97; University of Utrecht: Utrecht, The Netherlands, 1997.
18. See Supporting Information.
19. Nishio, M.; Hirota, M.; Umezawa, Y. The CH/π Interaction: Evidence, Nature and Consequences; Wiley-VCH: New York, 1998.
20. Van der Sluis, P.; Spek, A. L. Acta Crystallogr. 1990, A46, 194.