Table 1.
1H and 13C NMR data of NDI and ONDI compounds in CDCl3 at 25 °C.
| NDI-EtCAR | 1H NMR (600 MHz, CDCl3, Fig. 1): δ = 1.04 (d, 1H, d, J = 9.9 Hz), 1.41 (d, 1H, d, J = 9.9 Hz), 2.49 (c, 2H, s), 3.19 (b, 2H, s), 3.93 (e, 2H, t, J = 7.2 Hz), 4.50 (f, 2H, t, J = 7.2 Hz), 6.23 (a, 2H, s), 7.24 (i, 2H, t, J = 7.6 Hz), 7.48 (g + h, 4H, overlapping peaks), 8.08 (j, 2H, d, J = 7.7 Hz). 13C NMR (150 MHz, CDCl3, Fig. 2): δ = 36.55 (e), 39.16 (f), 42.93 (d), 45.12 (b), 47.97 (c), 108.54 (g), 119.52 (i), 120.60 (j), 123.19 (k), 126.04 (h), 137.83 (a), 140.31 (l), 177.82 (m). |
| ONDI-EtCAR |
1H NMR (600 MHz, CDCl3, Fig. 5): δ = 2.62 (c, 2H, s), 3.91 (d, 2H t, J = 7.2 Hz), 4.49 (e, 2H, t, J = 7.2 Hz), 5.20 (b, 2H, s), 6.46 (a, 2H, s), 7.25 (h, 2H, br m), 7.48 (f + g, 4H, overlapping peaks), 8.08 (i, 2H, d, J = 7.7 Hz). 13C NMR (150 MHz, CDCl3, Fig. 6): δ = 36.80 (d), 39.81 (e), 47.55 (c), 80.92 (b), 108.49 (f), 119.51 (h), 120.62 (i), 123.22 (j), 126.03 (g), 136.61 (a), 140.34 (k), 175.92 (l). |
| NDI-XyCAR |
1H NMR (600 MHz, CDCl3, Fig. 9): δ = 1.02 (d, 1H, d, J = 9.9 Hz), 1.39 (d, 1H, d, J = 9.9 Hz), 2.64 (c, 2H, s), 3.22 (b, 2H, s), 4.56 (e, 2H, s), 5.48 (h, 2H, s), 6.25 (a, 2H, s), 7.09 (g, 2H, d, J = 7.9 Hz), 7.25 (f + k, 4H, overlapping peaks), 7.33 (i, 2H, d, J = 7.9 Hz), 7.42 (j, 2H, t, J = 7.6 Hz), 8.13 (l, 2H, d, J = 7.7 Hz). 13C NMR (150 MHz, CDCl3, Fig. 10): δ = 42.03 8 (e), 42.81 (d), 45.39 (b), 46.41 (h) 47.92 (c), 108.96 (i), 119.38 (k), 120.53 (l), 123.16 (m), 125.97 (g), 126.91 (j), 129.40 (f), 135.37 (p), 137.08 (o), 138.04 (a), 140.70 (n), 177.75 (q). |
| ONDI-XyCAR |
1H NMR (400 MHz, CDCl3, Fig. 13): δ = 2.80 (c, 2H, s,), 4.58 (d, 2H, s), 5.25 (b, 2H, s), 5.47 (g, 2H, s), 6.48 (a, 2H, s), 7.08 (f, 2H, d, J = 7.4 Hz), 7.23 (e + j, 4H, overlapping peaks), 7.33 (h, 2H, d, J = 8.1 Hz), 7.42 (i, 2H, t, J = 7.5 Hz), 8.12 (k, 2H, d, J = 7.7). 13C NMR (100 MHz, CDCl3, Fig. 14): δ = 42.15 (d), 46.34 (g), 47.61 (c), 81.02 (b), 108.97 (h), 119.35 (j), 120.51 (k), 123.12 (l), 125.97(f), 126.86 (i), 128.61 (e), 134.80 (o), 136.64 (a), 136.90 (n), 140.68 (m), 175.93 (p). |
| NDI-EtCOU |
1H NMR (600 MHz, CDCl3, Fig. 17): δ = 1.27 (d, 1H, d, J = 9.9 Hz), 1.47 (d, 1H, d, J = 9.9 Hz), 2.72 (c, 2H, s), 3.28 (b, 2H, s), 3.94 (e, 2H, t, J = 5.6 Hz), 4.21 (f, 2H, t, J = 5.6 Hz), 6.25 (k, dd, 2H, J = 9.5 Hz, J = 1.4 Hz), 6.28 (a, 2H, s), 6.76 (g, 2H, s), 6.77 (h, 2H, d, J = 9.0 Hz), 7.35 (i, 2H, d, J = 8.2 Hz), 7.61 (j, 2H, d, J = 9.5 Hz). 13C NMR (150 MHz, CDCl3, Fig. 18): δ = 37.64 (e), 42.73 (d), 45.43 (b), 47.98 (c), 64.41 (f), 101.80 (g), 112.76 (h), 113.11 (n), 135.65 (k), 128.99 (i), 137.93 (a), 143.37 (j), 155.86 (m), 161.12 (o), 161.32 (l), 177.97 (p). |
| NDI-XyCOU |
1H NMR (600 MHz, CDCl3, Fig. 21): δ = 1.06 (d, 1H, d, J = 9.8 Hz), 1.42 (d, 1H, d, J = 9.8 Hz), 2.69 (c, 2H, s), 3.25 (b, 2H, s), 4.63 (e, 2H, s), 5.09 (h, 2H, s), 6.24 (m, 2H, d, J = 9.5 Hz), 6.27 (a, 2H, s), 6.85 (i, 2H, s), 6.89 (j, 2H, d, J = 9.0 Hz), 7.37 (g + k, 3H, overlapping peaks), 7.41 (f, 2H, d, J = 7.8 Hz), 7.62 (l, d, 2H, J = 9.5 Hz). 13C NMR (150 MHz, CDCl3, Fig. 22): δ = 42.15 (e), 42.83 (d), 45.44 (b), 47.97 (c), 70.27 (h), 102.02 (i), 112.92 (p), 113.35 (m), 113.44 (j), 127.94 (g), 128.94 (k), 129.48 (f), 135.63 (r), 136.22 (s), 138.06 (a), 143.47 (l), 155.95 (o), 161.24 (q), 161.89 (n), 177.80 (t). |