Generation of chirality in two-component molecular crystals of tryptamine and achiral carboxylic acids

Journal of Organic Chemistry

Volumn 64, Issue 11, 1999, Pages 3916-3921

  Koshima, Hideko ^a   Honke, Shirgi ^a   Fujita, Junko ^a  

^a EHIME UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CARBOXYLIC ACID; TRYPTAMINE;

ARTICLE; CHEMICAL STRUCTURE; CHIRALITY; CIRCULAR DICHROISM; CRYSTAL; CRYSTALLIZATION; MOLECULAR INTERACTION; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 0033612291     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo982257+     Document Type: Article

References (16)

1. (a) Green; B. S.; Lahav, M.; Ravinovich, D. Acc. Chem. Res. 1979, 12, 191-197.
2. (b) Sakamoto, M. Chem. Eur. J. 1997, 3, 684-689.
3. (a) Elgavi, J. A.; Green, B. S.; Schmidt, G. M. J. J. Am. Chem. Soc. 1973, 95, 2058-2059.
4. (b) Suzuki, T.; Fukushima, T.; Yamashita, Y.; Miyashi, T. J. Am. Chem. Soc. 1994, 116, 2793-2803.
5. Koshima, H.; Ding, K.; Chisaka, Y.; Matsuura, T. J. Am. Chem. Soc. 1996, 118, 12059-12065.
6. Jacques, J.; Collet, A.; Wilen, S. H. In Enantiomers, Racemates, and Resolutions; Wiley: New York, 1981; pp 14-23.
7. (a) Koshima, H.; Matsuura, T. J. Synth. Org. Chem. 1998, 56, 268-279 (Japanese).
8. (b) Koshima, H.; Matsuura, T. J. Synth. Org. Chem. 1998, 56, 466-477 (Japanese).
9. (a) Koshima, H.; Wang, Y.; Matsuura, T.; Mibuka, N.; Imahashi, S. Mol. Cryst. Liq. Cryst. 1996, 275, 233-239.
10. (b) Koshima, H.; Wang, Y.; Matsuura, T. Mol. Cryst. Liq. Cryst. 1996, 277, 63-71.
11. Addadi, L.; Lahav, M. In Origins of Optical Activity in Nature; Walker, D. C., Ed.; Elsevier: New York, 1979; pp 179-192.
12. Koshima, H.; Hayashi, E.; Matsuura, T.; Tanaka, K.; Toda, F.; Kato, M.; Kiguchi, M. Tetrahedron Lett. 1897, 38, 5009-5012.
13. Koshima, H.; Khan, S. I.; Garcia-Garibay, M. A. Tetahedron: Asymmetry 1998, 9, 1851-1854.
14. Koshima, H.; Honke, S. J. Org. Chem. 1998, 64, 790-793.
15. Koshima, H.; Nakagawa, T.; Matsuura, T.; Miyamoto, H.; Toda, F. J. Org. Chem. 1996, 62, 6322-6325.
16. Toda, F.; Miyamoto, H.; Kikuchi, S.; Kuroda, R.; Nagami, F. J. Am. Chem. Soc. 1996, 118, 11315-11316.