Table 2.
The 1H and 13C{1H} NMR Spectroscopic Data of 3a,b Including the Results of HifSA for the Precise Determination of the 1H NMR Spin Parameters.
| Ring | no. | δH (J, Hz) | δ C | δH (J, Hz) | δ C | ||
|---|---|---|---|---|---|---|---|
| Unit I | Unit III | ||||||
| C | 2 | 99.85 s | I | 2 | 5.726 ddd (1.10, 0.89, −0.38) | 78.93 d | |
| 3 | 3.377 d (3.70) | 65.43 d | 3 | 4.213 dd (2.14, 0.89) | 72.58 d | ||
| 4 | 4.205 dd (3.70, 0.13) | 29.04 d | 4 | 4.557 ddd (2.14, 1.10, 0.58) | 38.51 d | ||
| A | 5 | 156.68 s | G | 5 | 151.90 s | ||
| 6 | 5.974 d (2.39) | 98.35 d | 6 | 109.87 s | |||
| 7 | 157.85 s | 7 | 152.62 s | ||||
| 8 | 6.014 d (2.39) | 96.52 d | 8 | 96.44–96.55 | |||
| 9 | 154.12 s | 9 | 150.49 s* | ||||
| 10 | 105.34 s | 10 | 107.98 s | ||||
| B | 1' | 130.85 s | H | 1' | 131.53 s | ||
| 2' | 6.935 dd (2.30, 0.28) | 115.52 d | 2' | 7.331 dd (2.18, 0.28) | 116.56 d | ||
| 3' | 145.27 s c | 3' | 145.99 s c | ||||
| 4' | 146.25 s c | 4' | 146.34 s c | ||||
| 5' | 6.710 dd (8.30, 0.28) | 116.84 d | 5' | 6.860 dd (8.22, 0.28) | 116.14 d | ||
| 6' | 6.660 dd (8.30, 2.30) | 119.94 d | 6' | 7.213 ddd (8.22, 2.18, −0.38) | 121.15 d | ||
| Unit II | Unit IV | ||||||
| F | 2 | 5.102 ddddd (1.62, 0.96, −0.37, −0.25, 0.20) | 78.92 d | L | 2 | 4.703 ddd (1.13, −0.22, −0.12) | 79.95 d |
| 3 | 3.530 ddd (1.74, 0.96, −0.13) | 72.42 d | 3 | 3.918 dddd (4.90, 1.13, 0.86, −0.18) | 67.67 d | ||
| 4 | 4.240 dd (1.74, 1.62) | 37.07 d | 4a | 2.940 ddd (−17.32, 4.90, 0.67) | 29.88 t | ||
| 4b | 2.862 ddd (−17.32, 0.86, 0.67) | ||||||
| D | 5 | 189.64 s | J | 5 | 157.34 s | ||
| 6 | 178.55 s | 6 | 6.168 dd (0.67, 0.58) | 96.44 d | |||
| 7 | 150.49 s* | 7 | 155.99 s | ||||
| 8 | 108.39 s | 8 | 105.93 s | ||||
| 9 | 149.56 s | 9 | 156.36 s | ||||
| 10 | 120.64 s | 10 | 101.11 s | ||||
| E | 1' | 130.90 s | K | 1' | 133.19 s | ||
| 2' | 6.794 ddd (2.13, −0.25, 0.22) | 115.84 d | 2' | 6.791 dd (2.02, −0.22) | 115.74 d | ||
| 3' | 145.79 s | 3' | 145.26 s c | ||||
| 4' | 146.08 s | 4' | 145.46 s c | ||||
| 5' | 6.633 dddd (8.20, 0.22, 0.20, −0.13) | 115.59 d | 5' | 6.782 dd (8.07, −0.18) | 115.71 d | ||
| 6' | 6.358 ddd (8.20, 2.13, −0.37) | 120.13 d | 6' | 6.722 ddd (8.07, 2.02, −0.12) | 119.69 d |
a
1H and 13C NMR data were acquired in methanol-d4 at 600 and 150 MHz at 298 K, respectively.
b
The δH and J values were generated via HiFSA.
c
Interchangeable assignment.
*
Overlapped signals.