Preparation and evaluation of a doubly tethered chiral stationary phase based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid.
A new doubly tethered chiral stationary phase (CSP) was prepared to enhance CSP stability as well as to take advantage of the tertiary amide linkage by bonding (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid to bis(3-aminopropyl)silica gel. The new CSP was quite effective in the resolution of alpha-amino acids, beta-amino acids, amino alcohols, and amines and the chromatographic resolution behaviors of the new CSP were exactly consistent with those of the corresponding singly tethered CSP containing N-CH3 tertiary amide linkage. Direct comparison between the stabilities of the new CSP and the corresponding singly tethered CSP containing N-CH3 tertiary amide linkage under harsh chromatographic conditions reveals that the new CSP is more stable than the latter.
Hyun
Myung Ho
MH
Department of Chemistry and Chemistry Institute for Functional Materials, Pusan National University, Pusan 609-735, Republic of Korea. mhhyun@pusan.ac.kr
Kim
Do Hun
DH
Cho
Yoon Jae
YJ
Jin
Jong Sung
JS