Measurements of 1H ΔΔδ values of racemic chiral diols in the presence of boric acid D by 1H NMR (400 MHz) in CDCl3 at 25 °Ca.
| Entry | Chiral diols | Spectrab | ΔΔδc (ppm) |
|---|---|---|---|
| 1 |
|
|
0.39 |
| 2 |
|
|
0.18 |
| 3 |
|
|
0.10 |
| 4 |
|
|
0.11 |
| 5 |
|
|
0.11 |
| 6 |
|
|
0.23 |
| 7 |
|
|
0.27 |
| 8 |
|
|
0.18 |
| 9 |
|
|
0.11 |
| 10 |
|
|
0.17 |
| 11 |
|
|
0.08 |
| 12 |
|
|
0.06 |
All samples were prepared by mixing boric acid D and chiral diols in NMR tubes (10 mM of the chiral diols and 30 mM of boric acid D in 0.6 mL of CDCl3). 1H NMR were collected on a Bruker Avance 400 MHz. Spectrometer at 25 °C.
The configurations were determined by comparing with spectra of nonracemic sample of known configurations; the red and blue lines represent the S and R enantiomers of analytes, respectively (entry 1 red is (S,S) and blue is (R,R), entry 8 red is (−) and blue is (+)).
ΔΔδ values of the proton HA of the derivatives.