(2S)-2-(Fluoromethyl)piperidine hydrochloride (1:1)
CAS Number:
886216-73-5
Molecular Formula:
C6H13ClFN
Enantiodiscrimination of carboxylic acids using the diphenylprolinol NMR chiral solvating agents
Literature Information
Publication Date
2015-11-26
DOI
10.1039/C5QO00264H
Impact Factor
5.281
Authors
Gaowei Li, Jiangming Cao, Wen Zong, Xinxiang Lei, Renxiang Tan
View Original
Abstract
Enantiopure diphenylprolinols were synthesized from a commercially available starting material. The utility of 1H NMR spectroscopy for the differentiation of enantiomers using these chiral compounds as CSAs is stated, and their capacity acting as receptors for various carboxylic acids via hydrogen bonding is exploited. A linear relationship has been observed between the experimental and observed values of ee indicating the possible use of these compounds for quick and reliable analysis of enantiomerically enriched samples of various mandelic acids. From the experiments performed a preliminary conclusion indicated that the diphenylprolinol 1b with the free NH and OH is most effective in the chiral discrimination of carboxylic acids in 1H NMR.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
N1,N1-Bis(4-aminophenyl)benzene-1,4-diamine trihydrochloride
CAS Number:
114254-48-7
Molecular Formula:
C18H21Cl3N4
1-(3-Fluorophenyl)-1H-1,2,4-triazole-3-carboxylic acid
CAS Number:
1292369-51-7
Molecular Formula:
C9H6FN3O2
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