Discriminating interaction in the pfeiffer effect developed by L-tartaric acid and its derivatives

Yasushige Kuroda, K. Miyoshi, H. Yoneda

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

The Pfeiffer effect was examined on the systems of racemic [Co(phen)3] Cl2 with L-tartaric acid and with its derivatives, L-dimethyltartrate, L-diethyltartrate, L-dimethyldiacetyltartrate, and L-diacetyltartaric acid in water (phen = 1, 10-phenanthroline). It was found that the Pfeiffer effect is well developed when L-tartaric acid and its dimethyl- and diethylesters are employed as a chiral environment substance, but not when its diacetyl-derivatives are employed. This result indicates that the alcoholic OH groups of the chiral environment substances play an essential role in the chiral discrimination in these Pfeiffer systems. The NMR study on the corresponding [Zn(phen)3]2+ systems suggests that L-tartaric acid attacks the complex along its C3 axis, and that the discriminating interaction in the L-tartaric acid system is different from that in the L-dimethyl- and L-diethyltartrate systems.

Original languageEnglish
Pages (from-to)211-216
Number of pages6
JournalInorganica Chimica Acta
Volume28
Issue numberC
DOIs
Publication statusPublished - 1978
Externally publishedYes

Fingerprint

Derivatives
acids
Acids
interactions
Diacetyl
Nuclear magnetic resonance
attack
discrimination
tartaric acid
Water
nuclear magnetic resonance
water
1,10-phenanthroline

ASJC Scopus subject areas

  • Biochemistry
  • Inorganic Chemistry
  • Physical and Theoretical Chemistry
  • Materials Chemistry

Cite this

Discriminating interaction in the pfeiffer effect developed by L-tartaric acid and its derivatives. / Kuroda, Yasushige; Miyoshi, K.; Yoneda, H.

In: Inorganica Chimica Acta, Vol. 28, No. C, 1978, p. 211-216.

Research output: Contribution to journalArticle

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N2 - The Pfeiffer effect was examined on the systems of racemic [Co(phen)3] Cl2 with L-tartaric acid and with its derivatives, L-dimethyltartrate, L-diethyltartrate, L-dimethyldiacetyltartrate, and L-diacetyltartaric acid in water (phen = 1, 10-phenanthroline). It was found that the Pfeiffer effect is well developed when L-tartaric acid and its dimethyl- and diethylesters are employed as a chiral environment substance, but not when its diacetyl-derivatives are employed. This result indicates that the alcoholic OH groups of the chiral environment substances play an essential role in the chiral discrimination in these Pfeiffer systems. The NMR study on the corresponding [Zn(phen)3]2+ systems suggests that L-tartaric acid attacks the complex along its C3 axis, and that the discriminating interaction in the L-tartaric acid system is different from that in the L-dimethyl- and L-diethyltartrate systems.

AB - The Pfeiffer effect was examined on the systems of racemic [Co(phen)3] Cl2 with L-tartaric acid and with its derivatives, L-dimethyltartrate, L-diethyltartrate, L-dimethyldiacetyltartrate, and L-diacetyltartaric acid in water (phen = 1, 10-phenanthroline). It was found that the Pfeiffer effect is well developed when L-tartaric acid and its dimethyl- and diethylesters are employed as a chiral environment substance, but not when its diacetyl-derivatives are employed. This result indicates that the alcoholic OH groups of the chiral environment substances play an essential role in the chiral discrimination in these Pfeiffer systems. The NMR study on the corresponding [Zn(phen)3]2+ systems suggests that L-tartaric acid attacks the complex along its C3 axis, and that the discriminating interaction in the L-tartaric acid system is different from that in the L-dimethyl- and L-diethyltartrate systems.

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