𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Steric hindrance influence on the enantiorecognition ability of tyrosine-derived chiral stationary phases

✍ Scribed by L. Siret; A. Tambuté; A. Bégos; J. Rouden; M. Caude

Book ID
102797953
Publisher
John Wiley and Sons
Year
1991
Tongue
English
Weight
735 KB
Volume
3
Category
Article
ISSN
0899-0042

No coin nor oath required. For personal study only.

✦ Synopsis

Four chiral stationary phases (CSPs) derived from N-(3,5-dinitrobenzoyl)tyrosine have been synthesized. They differ by the substituent nature (methyl, ethyl, isopropyl, tert-butyl) of the aliphatic amide function. The enantiorecognition ability of these CSPs was evaluated with 10 racemates. For the majority of them, the stereoselectivity increases with the steric hindrance of the substituent. The chiral selector enantiomeric separation on the resulting CSPs has evidenced a reversal of elution order only for CS 4 on CSP 4 (tert-butyl substituent), suggesting a change in its conformation.

📜 SIMILAR VOLUMES

Evaluation of π-acid chiral stationary p
Evaluation of π-acid chiral stationary phases deriving from tyrosine and related amino acids for the chromatographic resolution of racemates: Specific requirements for enantiorecognition ability
✍ M. Liene; P. Macaudìre; M. Caude; R. Rosset; A. Tambut´ 📂 Article 📅 1989 🏛 John Wiley and Sons 🌐 English ⚖ 977 KB

Chromatographic applications of three novel chiral stationary phases (CSPs) deriving from (S)-(N)-(3,5-dinitrobenzoyl)tyrosine are reported, under liquid chromatographic (LC) and subcritical fluid chromatographic (SubFC) conditions. Two grafting modes of the chiral moiety have been experimented star