Enantiofacially selective binding of prochiral olefins to a chiral catalyst via simultaneous face-face and edge-face aromatic interactions

Journal of the American Chemical Society

Volumn 118, Issue 34, 1996, Pages 8156-8157

  Quan, Roger W ^a   Li, Zhen ^a   Jacobsen, Eric N ^a  

^a HARVARD UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

STYRENE;

ARTICLE; CATALYSIS; DRUG BINDING; X RAY CRYSTALLOGRAPHY;

EID: 0029836179     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9618098     Document Type: Article

References (29)

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26. For examples of crystallographically characterized model systems displaying these interactions, see: (a) Harmata, M.; Barnes, C. L. J. Am. Chem. Soc: 1990, 112, 5655. (b) Harmata, M.; Barnes, C. L.; Karra, S. R.; Elahmad. S. J. Am. Chem. Soc. 1994, 116, 8392 . A 1:1 complex exhibiting both face-to-face and edge-to-face interactions within an infinite network has also been described: Ishida, T.; Tarui, M.; In, Y.; Ogiyama, M.; Doi, M.; Inoue, M. FEBS Lett. 1993, 33, 214.
27. For examples of crystallographically characterized model systems displaying these interactions, see: (a) Harmata, M.; Barnes, C. L. J. Am. Chem. Soc: 1990, 112, 5655. (b) Harmata, M.; Barnes, C. L.; Karra, S. R.; Elahmad. S. J. Am. Chem. Soc. 1994, 116, 8392 . A 1:1 complex exhibiting both face-to-face and edge-to-face interactions within an infinite network has also been described: Ishida, T.; Tarui, M.; In, Y.; Ogiyama, M.; Doi, M.; Inoue, M. FEBS Lett. 1993, 33, 214.
28. 2·C6H6 followed by 1.5 equiv of the alkene.
29. 13C spectra were obtained on a Bruker MSL200 NMR spectrometer. Results from cross polarization magic angle spinning experiments carried out at 3.99 and 2.5 kHz were used to interpret the spectral data.