Table 1.
NMR spectral parameters of noladin ether (600 MHz, in CDCI3)
| Carbon number | δC | δH (m, J in Hz) | Correlated spectroscopy | Total-correlation spectroscopy |
|---|---|---|---|---|
| 1 | 14.0 | 0.88 (t, 6.9) | 2/3* | 2/3*, 4, 5 |
| 2 | 22.5 | 1.30 (m) | 1 | 1, 4, 5, 6 |
| 3 | 31.4 | 1.30 (m) | 2, 4 | 1, 4, 5, 6 |
| 4 | 29.3 | 1.35 (m) | 3, 5 | 1, 2/3*, 5, 4, 8 |
| 5 | 27.1 | 2.05 (q, 7.0, 15.5) | 4, 6 | 1, 2/3, 4, 6 |
| *6, 7, 9, 10, 12, 13, 15, 16 | 128.0, 129.8 | 5.37 (m) | †5, 8, 11, 14, 17 | 2/3*, 4, 5, 8, 11, 14, 17, 18, 19† |
| *8, 11, 14 | 25.5 | 2.82 (m) | 5‡, 7, 9, 10, 12, 13, 15, 17‡ | 4, 5, 7, 9, 10, 12, 13, 15, 17, 18, 19 |
| 17 | 26.8 | 2.10 (m) | 16, 18 | 14, 16, 18, 20 |
| 18 | 26.0 | 1.44 (m) | 17, 19 | 14, 16, 17, 19, 20 |
| 19 | 29.6 | 1.62 (m) | 18, 20 | 14, 16, 18, 20 |
| 20 | 69.9 | 3.58 (t, 6.6) | 19 | 17, 18, 19 |
| 22 | 79.3 | 3.45 (p, 4.8, 9.4) | 23, 25 | 23, 25 |
| 23, 25* | 62.0 | 3.68, 3.76 | 22 | 22 |
| 24, 26* | — | 1.87 (b) | — | — |
*
Signals were unresolved in the spectra.
†
Presumably, the cross peaks are to adjacent protons.
‡
Long-range correlations are common in alkene systems. For technical details see Materials and Methods.