Enantiomeric NMR discrimination of carboxylic acids using actinomycin D as a chiral solvating agent

2019 ◽  
Vol 17 (6) ◽  
pp. 1466-1470 ◽  
Author(s):  
Liwen Bai ◽  
Pian Chen ◽  
Jiangxia Xiang ◽  
Jiarui Sun ◽  
Xinxiang Lei

We extended actinomycin D as a practical CSA for rapid enantiomeric determination of chiral carboxylic acids by1H NMR spectroscopy.

2008 ◽  
Vol 46 (11) ◽  
pp. 1051-1054 ◽  
Author(s):  
Vinicius M. Mello ◽  
Flavia C. C. Oliveira ◽  
William G. Fraga ◽  
Claudia J. do Nascimento ◽  
Paulo A. Z. Suarez

2013 ◽  
Vol 86 (8) ◽  
pp. 987-989 ◽  
Author(s):  
Xiao-feng Yang ◽  
Rui Ning ◽  
Li-jun Xie ◽  
Yu Cui ◽  
Yong-ling Zhang ◽  
...  

1986 ◽  
Vol 40 (3) ◽  
pp. 348-351 ◽  
Author(s):  
David E. Schiff ◽  
John G. Verkade ◽  
Robert M. Metzler ◽  
Thomas G. Squires ◽  
Clifford G. Venier

Derivatization of compounds containing -OH groups can be accomplished quantitatively with 1,3,2-dioxaphospholanyl chloride. The chemical shifts of phosphorus in the derivatives clearly differentiate alcohols from phenols and carboxylic acids. Quantitation is obtained by use of 31P FT-NMR spectroscopy in the presence of 2,2,6,6-tetrameth-ylpiperidinyloxy free radical to shorten relaxation times. Compounds with phosphorus chemical shifts differing by as little as 0.1 ppm can be separately determined.


1992 ◽  
Vol 47 (7) ◽  
pp. 1034-1036 ◽  
Author(s):  
Bernhard Koppenhoefer ◽  
Michael Hummel

Enantiomers of N-trifluoroacetyl-amino acid methyl esters in CC14 solution, after addition of the chiral polysiloxane (L)-Chirasil-Val, display a chemical shift nonequivalence ΔΔδ in both 1H NMR and 19F NMR spectroscopy. The effects found for the leucine and valine derivatives can be correlated with the thermodynamic parameters of interaction in the undiluted system, as determined by gas chromatography. In CDC13 solution, no peak splitting was observed. The method is potentially useful for the determination of the enantiomeric purity of substrates of low volatility.


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