Determination of absolute configuration using ab initio calculation of optical rotation.
Chirality
; 15 Suppl: S57-64, 2003.
Article
in En
| MEDLINE
| ID: mdl-12884375
ABSTRACT
Ab initio Density Functional Theory (DFT) calculations of transparent spectral region, discrete frequency specific rotations were used to assign the absolute configurations (ACs) of 1, 2H-naphtho[1,8-bc]thiophene 1-oxide; 2, m-F-phenyl glycidic acid methyl ester; 3, o-Br-phenyl glycidic acid methyl ester; 4, p-CH(3)-phenyl glycidic acid methyl ester; 5, 2-(1-hydroxyethyl)-chromen-4-one; and 6, 6-Br-2-(1-hydroxyethyl)-chromen-4-one. The ACs of 5 and 6 were previously determined via X-ray crystallography to be 5, R(-)/S(+); 6, R(+)/S(-). The ACs obtained using [alpha](D) are the same for both 5 and 6 R(+)/S(-). We conclude that the previously reported AC of 5 is incorrect.
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Collection:
01-internacional
Database:
MEDLINE
Language:
En
Journal:
Chirality
Year:
2003
Document type:
Article