Inherently chiral dialkyloxy‐calixarene acetic acids as enantiodiscriminating additives for high‐performance liquid chromatography separation of d,l‐amino acids

Inherently chiral dialkyloxy‐calix[4]arene acetic acids with asymmetric placement of substituents on the lower rim of the macrocycle were first studied as enantiodiscriminating additives to the mobile phase MeCN/H2O/HCOOH (75/25/0.02 by volume) in the high‐performance liquid chromatography (HPLC) se...

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Published inChirality (New York, N.Y.) Vol. 33; no. 10; pp. 722 - 730
Main Authors Kalchenko, Olga I, Trybrat, Oleksandr O, Yesypenko, Oleksandr A, Dyakonenko, Viktoriya V, Shishkina, Svitlana V, Kalchenko, Vitali I
Format Journal Article
LanguageEnglish
Published Chichester Wiley Subscription Services, Inc 01.10.2021
Subjects
Acetic acid
Additives
Alanine
Amino acids
Calixarenes
Chromatography
Enantiomers
High performance liquid chromatography
Ions
Liquid chromatography
Separation
Stationary phase
Valine
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Summary:Inherently chiral dialkyloxy‐calix[4]arene acetic acids with asymmetric placement of substituents on the lower rim of the macrocycle were first studied as enantiodiscriminating additives to the mobile phase MeCN/H2O/HCOOH (75/25/0.02 by volume) in the high‐performance liquid chromatography (HPLC) separation of d,l‐alanine and d,l‐valine on the achiral stationary phase ZORBAX Original CN. The dependence of enantio‐binding properties on the position of alkyl groups is demonstrated. The highest resolution (1.65) and enantioselectivity (1.80) were obtained for the 1,2‐dipropyloxy‐calix[4]arene acetic acid.
ISSN:0899-0042
1520-636X
DOI:10.1002/chir.23355