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Determination of enantiomeric purity and absolute configuration of chiral β-propiolactones by nuclear magnetic resonance in optically active solvents.

✍ Scribed by Alain Leborgne; Michel Moreau; Nicolas Spassky

Publisher: Elsevier Science
Year: 1983
Tongue: French
Weight: 183 KB
Volume: 24
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)81594-4

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✦ Synopsis

Abba%act Enantiomeric purities and absolute configurations of chiral 8-propiolactones can be easily determined from the NMR spectra of diastereomeric solvates resulting from the interaction between the lactone and optically active 2,2,2 trifluoro-1 (9-anthryl) ethanol.

Chiral 8-propiolactones substituted in a or 8 position are used as starting materials for the preparation of optically active polyesters 1.2 . The latter may be also prepared starting from a racemic monomer and using a chiral initiator (so-called "stereoelective polymerization"). In that case the unreacted monomer is enantiomerically

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Nuclear magnetic resonance spectroscopy

Nuclear magnetic resonance spectroscopy in optically active solvents. V. The determination of the absolute configuration of (+)-α-hydroxy-α-trifluoromethylphenylacetic acid

✍ W.H. Pirkle; S.D. Beare 📂 Article 📅 1968 🏛 Elsevier Science 🌐 French ⚖ 233 KB

Mosher has pointed out (1) that although the optical rotatory diSperSion spectra of optically active o-hydroxy acids and their configurationally similar methyl ethers generally have identically signed Cotton effects, optically active cc-hydroxy-o-trifluoromethylphenylacetic acid, 3, and its configur