Journal
JOURNAL OF PHYSICAL CHEMISTRY A
Volume 115, Issue 22, Pages 5665-5673Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jp202501y
Keywords
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Funding
- NSF [CHE-0804301]
- Vanderbilt NSF-REU program [CHE 0850976]
- Department of Science and Technology, Government of India, New Delhi [SR/S1/OC/54-2007]
- [T32 ES07028]
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [1156922, 0804301] Funding Source: National Science Foundation
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Electronic circular dichroism (ECD), optical rotatory dispersion (ORD), and vibrational circular dichroism (VCD) spectra of hibiscus acid dimethyl ester have been measured and analyzed in combination with quantum chemical calculations of corresponding spectra. These results, along with those reported previously for garcinia acid dimethyl ester, reveal that none of these three (ECD, ORD, or VCD) spectroscopic methods, in isolation, can unequivocally establish the absolute configurations of diastereomers. This deficiency is eliminated when a combined spectral analysis of either ECD and VCD or ORD and VCD methods is used. It is also found that the ambiguities in the assignment of absolute configurations of diastereomers may also be overcome when unpolarized vibrational absorption is included in the spectral analysis.
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