Abstract
Both novel enantiopure trans-1-aminobenz[f]indan-2-ols (4) were obtained from the racemate by the diastereomeric salt formation with (+)- and (-)-dibenzoyltartaric acids (8), respectively, and the absolute configuration of the enantiomer 4 in the less-soluble diastereomeric salt of racemic 4 with (+)-8 was determined to be (1S,2S) by an X-ray crystallographic analysis. The chiral recognition ability of the enantiopure amino alcohol was examined for the enantioseparation of racemic 2-arylalkanoic acids by the diastereomeric salt formation. The role of the naphthylene group of the amino alcohol was found to be closely associated with the stabilization of the crystal by CH/π interactions on the basis of an X-ray crystallographic study.
| Original language | English |
|---|---|
| Pages (from-to) | 108-112 |
| Number of pages | 5 |
| Journal | Chirality |
| Volume | 17 |
| Issue number | 2 |
| DOIs | |
| Publication status | Published - 2005 Feb 14 |
Keywords
- 2-arylalkanoic acid
- Crystal engineering
- Diastereomeric salt
- Enantiopure amino alcohol
- Enantioseparation
ASJC Scopus subject areas
- Analytical Chemistry
- Catalysis
- Pharmacology
- Drug Discovery
- Spectroscopy
- Organic Chemistry