2-formylphenylboronic-acid has been researched along with 1-phenethylamine* in 2 studies
2 other study(ies) available for 2-formylphenylboronic-acid and 1-phenethylamine
| Article | Year |
|---|---|
Simple and efficient methods for discrimination of chiral diacids and chiral alpha-methyl amines.
The three-component chiral derivatization protocols have been developed for (1)H, (13)C and (19)F NMR spectroscopic discrimination of chiral diacids by their coordination and self-assembly with optically active (R)-α-methylbenzylamine and 2-formylphenylboronic acid or 3-fluoro-2-formylmethylboronic acid. These protocols yield a mixture of diastereomeric imino-boronate esters which are identified by the well-resolved diastereotopic peaks with significant chemical shift differences ranging up to 0.6 and 2.1 ppm in their corresponding (1)H and (19)F NMR spectra, without any racemization or kinetic resolution, thereby enabling the determination of enantiopurity. A protocol has also been developed for discrimination of chiral alpha-methyl amines, using optically pure trans-1,2-cyclohexanedicarboxylic acid in combination with 2-formylphenylboronic acid or 3-fluoro-2-fluoromethylboronic acid. The proposed strategies have been demonstrated on large number of chiral diacids and chiral alpha-methyl amines. Topics: Benzaldehydes; Boronic Acids; Carboxylic Acids; Cyclohexanecarboxylic Acids; Dicarboxylic Acids; Esters; Halogenation; Magnetic Resonance Spectroscopy; Methylamines; Phenethylamines; Stereoisomerism | 2012 |
Simple protocols for NMR analysis of the enantiomeric purity of chiral diols.
A three-component chiral derivatization protocol for determining the enantiopurity of chiral diols by (1)H NMR spectroscopic analysis is described here. The present approach involves the derivatization of 1,2- 1,3- and 1,4-diols with 2-formylphenylboronic acid and enantiopure alpha-methylbenzylamine. This method affords a mixture of diastereoisomeric iminoboronate esters whose ratio can be determined by integration of well-resolved diastereotopic resonances in their (1)H NMR spectra, thus enabling the determination of the enantiopurity of the parent diol. The protocol as described takes less than 90 min to complete. Topics: Alcohols; Benzaldehydes; Benzylamines; Boronic Acids; Esters; Magnetic Resonance Spectroscopy; Molecular Structure; Phenethylamines; Stereoisomerism | 2008 |