Table 3.
The experimental and theoretical 1H NMR and 13C NMR chemical shift values of DHFP according to TMS δ/ppm (s: singlet, br.: broad, m: multiplet, Assign.: assignments). The hydrogen and carbon labels can be followed from Fig. 2.
|
1H NMR | ||||
|---|---|---|---|---|
| Experimental | Theoretical | |||
| Assign. | δ (ppm) | Assign. | Gas phase | DMSO |
| CH2 | 4.38 (d) | H28 | 3.58 | 3.82 |
| H27 | 5.39 | 5.27 | ||
| CH2 | 4.77 (s) | H23 | 4.17 | 4.32 |
| H24 | 5.98 | 5.90 | ||
| CH (arom., 5H) | 7.24–7.33(m) | H33 H31 H32 H30 H29 |
7.35 7.40 7.47 7.51 8.03 |
7.58 7.58 7.64 7.64 7.98 |
| CH (arom.) | 7.31 (s) | H22 | 6.99 | 7.18 |
| CH (arom.) | 7.45 (s) | H21 | 7.21 | 7.35 |
| NH | 9.49 (br. s) | H25 | 5.54 | 6.03 |
| NH |
9.93 (br.s) |
H26 |
9.49 |
9.59 |
| 13C NMR | ||||
| Experimental |
Theoretical |
|||
| Assign. | δ (ppm) | Assign. | Gas phase | DMSO |
| CH2 | 39.31 | C6 | 40.93 | 41.30 |
| CH2 | 43.99 | C14 | 46.76 | 46.35 |
| C (arom.) | 109.51 | C2 | 116.22 | 116.06 |
| CH (arom.) | 124.02 | C18 | 131.18 | 131.51 |
| CH (arom.) | 125.35 | C16 C20 |
134.54 132.06 |
133.96 132.88 |
| CH (arom.) | 127.32 | C17 C19 |
133.03 132.01 |
132.06 132.71 |
| C (arom.) | 127.64 | C3 | 132.45 | 132.19 |
| C (arom.) | 128.81 | C15 | 147.91 | 148.39 |
| CH (arom.) | 137.04 | C1 | 141.28 | 141.85 |
| CH (arom.) | 139.55 | C4 | 125.80 | 127.33 |
| C=O | 153.41 | C8 | 158.60 | 159.73 |
| C=O | 155.22 | C11 | 158.95 | 160.06 |