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Paper Information

Journal:   JOURNAL OF APPLIED RESEARCHES IN CHEMISTRY (JARC)   winter 2019 , Volume 12 , Number 4 ; Page(s) 97 To 103.

Synthesis of alanine methyl ester-calix[4]arene-appended silica particles as a chiral stationary phase for HPLC

Author(s):  Yaghoubnejad Sadegh, Tabar Heydar Kourosh*, Ahmadi Seyyed Hamid, Zadmard Reza
* Institute of Clean Technologies, Chemistry and Chemical Engineering Research Center of Iran, Tehran, Iran
Here we report the synthesis of a novel covalently immobilized calix[4]arne derivative as a chiral stationary phase (CSP) for HPLC. In the structure of CSP, the upper rim of calix[4] arne is substituted with two L-alanine units and the lower rim of calix[4]arene is linked to the silica gel by thiol-ene click chemistry. Elemental analysis of the CSP showed 120 μ mol of chiral selector bonded per gram of silica gel. 1-Hexene was used for end-capping of unreacted mercapto groups on silica gel. The CSP is chemically bonded to the silica and can be used in the normal-phase mode, reversed-phase mode, and with halogenated solvents mobile phases, if desired. The chromatographic performance of the CSP was evaluated with enantioseparation of the 3, 5-dinitrobenzoyl (DNB) derivatives of some amino acids.
Keyword(s): Calix[4]arne,chiral stationary phase,high-performance liquid chromatography,HPLC
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