The results show that simple structured and easily accessible acyclic $C_2$-symmetrical compounds can also be used for enantiomeric recognition of racemic amino acids and mandelic acid in addition to complex molecules such as crown ethers and other cyclic molecules.
📌 3 Key Takeaways
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Objective & Hypothesis:Two novel $C_2$ -symmetric chiral diamines containing $alpha$ -phenylethyl and $alpha$-(1-naphthyl)ethyl chiral subunits were prepared with quantitative yields.
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Key Findings & Data:Enantiomeric recognition properties of these simple structured diamine ligands towards D- and L-amino acid esters and D- and L-mandelic acid were examined by the 1H NMR titration method.
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Conclusion & Impact:The results show that simple structured and easily accessible acyclic $C_2$-symmetrical compounds can also be used for enantiomeric recognition of racemic amino acids and mandelic acid in addition to complex molecules such as crown ethers and other cyclic molecules.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Domain Parameters
Abstract
Two novel $C_2$ -symmetric chiral diamines containing $alpha$ -phenylethyl and $alpha$-(1-naphthyl)ethyl chiral subunits were prepared with quantitative yields. Enantiomeric recognition properties of these simple structured diamine ligands towards D- and L-amino acid esters and D- and L-mandelic acid were examined by the 1H NMR titration method. These ligands exhibited strong complexation (with $K_f$ up to 2481 $M^{-1}$) and good enantioselectivity (up to $K_L$ /$K_D$ = 4.08) towards the mandelic acid enantiomers. The results show that simple structured and easily accessible acyclic $C_2$-symmetrical compounds can also be used for enantiomeric recognition of racemic amino acids and mandelic acid in addition to complex molecules such as crown ethers and other cyclic molecules.
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Cite This Article
ARAL, H., ARAL, T. K., OLAK, M. C., GULLARI, B. Z., GULLARI, R. Z. (2022). $C_2$-symmetric chiral diamine ligands for enantiomeric recognition of amino acid esters and mandelic acid by proton NMR titration method. Turkish Journal of Chemistry, Cilt: 37 - Sayı: 3, 374–382. https://ajindex.com/articles/595334
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