Abstract
The value of octa acid (OA) as a reaction vessel in steering a photoreaction toward a less favored product was established. Photodimerization of 2-anthracenecarboxylic acid within OA yields exclusively head-to-head dimers, while in media such as solution, cyclodextrins (CD) and related hosts yield predominantly head-to-tail dimers. Further, OA enhances the chiral selectivity on the product dimers. The difference between OA and CD is attributed to the variation in the dimensions of their entry ports.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 7868-7872 |
| Number of pages | 5 |
| Journal | Organic letters |
| Volume | 21 |
| Issue number | 19 |
| DOIs | |
| State | Published - Oct 4 2019 |
ASJC Scopus subject areas
- Biochemistry
- Physical and Theoretical Chemistry
- Organic Chemistry
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Cite this
Wei, X., Raj, A. M., Ji, J., Wu, W., Veerakanellore, G. B., Yang, C., & Ramamurthy, V. (2019). Reversal of Regioselectivity during Photodimerization of 2-Anthracenecarboxylic Acid in a Water-Soluble Organic Cavitand. Organic letters, 21(19), 7868-7872. https://doi.org/10.1021/acs.orglett.9b02860