Abstract
(Chemical Equation Presented) The rational design of bis(oxazoline)- copper(II) catalysts based on postulated intramolecular secondary n-cation interaction for the highly enantioselective Diels-Alder reaction is presented. A theoretical calculation suggested that the n electrons of the 4,4́-sulfonamidomethyl groups successfully interact with the Cu(II) cation and that the counteranions with protons of sulfonamido groups. These secondary interactions might be essential for the high catalytic activity, the broad range of substrates, and the high level of induction of the enantioselectivity.
| Original language | English |
|---|---|
| Pages (from-to) | 17762-17764 |
| Number of pages | 3 |
| Journal | Journal of the American Chemical Society |
| Volume | 131 |
| Issue number | 49 |
| DOIs | |
| Publication status | Published - Dec 16 2009 |
| Externally published | Yes |
ASJC Scopus subject areas
- Catalysis
- Chemistry(all)
- Biochemistry
- Colloid and Surface Chemistry
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Sakakura, A., Kondo, R., Matsumura, Y., Akakura, M., & Ishihara, K. (2009). Rational design of highly effective asymmetric Diels-Alder catalysts bearing 4,4́-sulfonamidomethyl groups. Journal of the American Chemical Society, 131(49), 17762-17764. https://doi.org/10.1021/ja906098b