Abstract
Vibrational circular dichroism (VCD) spectra were obtained for the assignments of the absolute configurations of diastereomeric 4,7-bis(methoxycarbonyl)-12,15-dimethoxy-[2.2]paracyclophanes (1 and 2), and density functional theory CDFT) calculations were performed at the B3LYP/6-31G(d) level for all possible conformations of both 1 and 2 to give the theoretical VCD spectra. Comparisons of the experimental and theoretical VCD spectra obtained unambiguously established the absolute configurations of the dextrorotatory (+)-enantiomers as (4SP;12SP)-1 and (4Sp;12Rp)-2, respectively.
Original language | English |
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Pages (from-to) | 205-211 |
Number of pages | 7 |
Journal | Chirality |
Volume | 18 |
Issue number | 3 |
DOIs | |
Publication status | Published - 2006 Mar 10 |
Externally published | Yes |
Keywords
- Charge-transfer interaction
- Chiral cyclophane
- DFT calculation
- Exciton coupling method
- Vibrational circular dichroism spectroscopy
ASJC Scopus subject areas
- Analytical Chemistry
- Catalysis
- Pharmacology
- Drug Discovery
- Spectroscopy
- Organic Chemistry