Attempted Amplification of Optical Activity by Crystallization of Chiral Crystals of Photopolymerizing Dienes in the Presence of Their Topochemical Products

Journal of the American Chemical Society

Volumn 104, Issue 12, 1982, Pages 3429-3434

  van Mil, Jan ^a   Addadi, Lia ^a   Gati, Edna ^a   Lahav, Meir ^a  

^a WEIZMANN INSTITUTE OF SCIENCE   (Israel)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0013518460     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00376a030     Document Type: Article

References (19)

1. This paper should be considered “Useful Impurities for Optical Resolution”, Part 4.
2. For Part 3 in this series, see: Addadi, L.; Gati, E.; Lahav, M. J. Am. Chem. Soc. 1981, 103, 1251.
3. For preliminary communications of part of this work, see: van Mil, J.; Addadi, L.; Gati, E.; Lahav, M. J. Am. Chem. Soc. 1981, 103, 1248.
4. Addadi, L.; van Mil, J.; Lahav, M. J. Am. Chem. Soc. 1981, 103, 1249.
5. Part of this work was presented at the Symposium on the Generation and Amplification of Optical Activity, Bremen, July 1980
6. (Origins Life 1981, 11, 107) and at the IUPAC Meeting on Macromolecules, Firenze, Italy, Sept 1980. Part of the Ph.D. Thesis of J. van Mil to be submitted to the Feinberg Graduate School.
7. Addadi, L.; van Mil, J.; Lahav, M., preceding paper in this issue.
8. Curie, P. J. Phys. Theor. Appl. 1894, 3, 393.
9. Pincock, R. E.; Wilson, K. R. J. Am. Chem. Soc. 1971, 93, 1291.
10. Pincock, R. E.; Perkins, R. R.; Ma, A. S.; Wilson, K. R. Science 1971, 174, 1018.
11. Pincock, R. E.; Lu, M. D.; Fung, F.-N. Proceedings of the 3rd ISSOL Meeting, Jerusalem, 1980, p 347.
12. Harada, K. Nature (London) 1965, 205, 590.
13. Harada, K. Naturwissenschaften 1970, 54, 114.
14. Harada, K.; Tso, W. Bull. Chem. Soc. Jpn. 1972, 45, 2895.
15. Green, B. S.; Heller, L. Science 1974, 185, 525.
16. A full description of these compounds will appear in a separate communication: Van Mil, J.; Addadi, L.; Lahav, M.; Leiserowitz, L. J. Chem. Soc., Chem. Commun., in press.
17. Discuss. Faraday Soc. 1949, 5, Chapter 2.
18. By using other systems that yield single crystals, we have demonstrated that the opposite monomer is only mechanically adsorbed onto the surface of the crystal and the appropriate enantiomer is also found in the bulk of the crystal. In the present case no single crystals were available to perform such an analysis. Addadi, L.; Weinstein, S.; Gati, E.; Weissbuch, I.; Lahav, M., submitted for publication in J. Am. Chem. Soc.
19. Addadi, L.; Lahav, M. J. Am. Chem. Soc. 1978, 100, 2838.