Direct observation of enantiomer discrimination of epoxides by chiral salen complexes using ENDOR

Journal of the American Chemical Society

Volumn 126, Issue 48, 2004, Pages 15660-15661

  Fallis, Ian A ^a   Murphy, Damien M ^a   Willock, David J ^a   Tucker, Richard J ^a   Farley, Robert D ^a   Jenkins, Robert ^a   Strevens, Robert R ^a  

^a CARDIFF UNIVERSITY   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EPOXIDE;

ARTICLE; BINDING AFFINITY; CATALYST; CHEMICAL BOND; CHEMICAL INTERACTION; CHEMICAL STRUCTURE; CHIRALITY; COMPLEX FORMATION; CONCENTRATION (PARAMETERS); CONFORMATION; DATA ANALYSIS; DENSITY FUNCTIONAL THEORY; ELECTRON NUCLEAR DOUBLE RESONANCE; ELECTRON SPIN RESONANCE; ENANTIOMER; ENERGY; MEASUREMENT; SIMULATION; SPECTRUM; STEREOISOMERISM; STRUCTURE ANALYSIS;

EID: 10044241991     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja045491s     Document Type: Article

References (17)

1. For an excellent historical overview, see: Mason, S. F. Molecular Optical Activity and the Chiral Discriminations; Cambridge University Press: Cambridge, 1980.
2. For a recent relevant example, see: Bobb, R.; Alhakimi, G.; Studnicki, L.; Lough, A.; Chin, J. J. J. Am. Chem. Soc. 2002, 124, 4544.
3. (a) Murphy, D. M.; Fallis, I. A.; Farley, R. D.; Tucker, R. J.; Avery, K. L.; Willock, D. J. Phys. Chem. Chem. Phys. 2002, 4, 4937.
4. (b) Tucker, R. J.; Fallis, I. A.; Farley, R. D.; Murphy, D. M.; Willock, D. J. Chem. Phys. Lett. 2003, 380, 757.
5. (a) Rirst, G. H.; Hyde, J. S. J. Phys. Chem. 1970, 52, 4633.
6. (b) Huffman, B. M.; Martinsen, J.; Venters, R. A. J. Magn. Reson. 1984, 59, 110.
7. (c) Hurst, G. C.; Henderson, T. A.; Kreilick, R. W. J. Am. Chem. Soc. 1985, 107, 7294.
8. (d) Hoffman, B. M. Proc. Natl. Acad. Sci. U.S.A. 2003, 100, 3575.
9. (e) Smoukov, S. K.; Kopp, D. A.; Valentine, A. M.; Davydov, R.; Lippard, S. J.; Hoffman, B. M. J. Am. Chem Soc. 2002, 124, 2657.
10. (f) Bolm, C.; Martin, M.; Gescheidt, G.; Palivan, C.; Neshchadin, D.; Bertagnolli, H.; Feth, M.; Schweiger, A.; Mitrikas, G.; Harmer, J. J. Am. Chem. Soc. 2003, 125, 6222.
11. (g) Schweiger A.; Jeschke, G. Principles of Pulse Electron Paramagnetic Resonance; Oxford University Press: New York, 2001.
12. (a) Tokunaga, M.; Larrow J. F.; Kakiuchi, F.; Jacobsen, E. N. Science 1997, 277, 936.
13. (b) Nielsen, L. P. C.; Stevenson, C. P.; Blackmond, D. G.; Jacobsen, E. N. J. Am. Chem. Soc. 2004, 126, 1360.
14. (a) Attanasio, D. J. Phys. Chem. 1986, 90, 4952.
15. (b) Schweiger, A.; Structure and Bonding: Springer: Berlin, 1982; Vol. 51, p 1.
16. See Supporting Information for details of the computational work.
17. Hansen, K. B.; Leighton, J. L.; Jacobsen, E. N. J. Am. Chem. Soc. 1996, 118, 10924.