Table 1. NMR Data for Geranylated Flavanones 1, 4, and 6 (Acetone-d6).
|
1 |
4 |
6 |
||||
|---|---|---|---|---|---|---|
| position | δCa | δHb (mult.; JHH) | δCa | δHb (mult.; JHH) | δCa | δHb (mult.; JHH) |
| 2 | 76.0 | 5.70 (dd; 13.1, 2.8) | 76.3 | 5.69 (dd; 13.2, 2.7) | 80.5 | 5.44 (dd; 12.9, 2.8) |
| 3a | 44.0 | 2.94 (dd; 16.7, 13.1) | 44.1 | 2.98 (dd; 16.7, 13.2) | 44.7 | 3.00 (dd; 16.7, 12.9) |
| 3b | 2.72 (dd; 16.7, 2.8) | 2.73 (dd; 16.7, 2.7) | 2.70 (dd; 16.7, 2.8) | |||
| 4 | 191.7 | 191.8 | 191.1 | |||
| 5 | 126.4 | 7.60 (d; 8.6) | 126.4 | 7.61 (d; 8.6) | 131.7 | 7.59 (d; 8.6) |
| 6 | 110.5 | 6.63 (d; 8.6) | 110.5c | 6.63 (d; 8.6) | 110.6 | 6.63 (d; 8.6) |
| 7 | 162.6 | 162.3 | 162.4 | |||
| 7-OH | 9.30 (s) | 9.30 (s) | not obsd | |||
| 8 | 116.7 | 116.7 | 115.5 | |||
| 9 | 162.3 | 162.6 | 162.1 | |||
| 10 | 115.5 | 115.5 | 116.7 | |||
| 1′ | 118.5 | 117.5 | 126.4 | |||
| 2′ | 156.2 | 154.2 | 128.9 | 7.42 (d; 8.5) | ||
| 2′-OH | 8.63 (s) | 8.43 (s) | ||||
| 3′ | 103.5 | 6.47 (d; 2.2) | 104.7 | 6.48 (s) | 116.2 | 6.90 (d; 8.5) |
| 4′ | 159.4 | 157.0 | 158.6 | |||
| 4′-OH | 8.38 (s) | 8.11 (s) | not obsd | |||
| 5′ | 107.9 | 6.44 (dd; 8.3, 2.2) | 126.3 | 116.2 | 6.90 (d; 8.5) | |
| 6′ | 128.7 | 7.38 (d; 8.3) | 126.6 | 7.44 (s) | 128.9 | 7.42 (d; 8.5) |
| 1a″ | 22.8 | 3.37 (m) | 22.9 | 3.42 (dd, 13.7, 7.6) | 22.8 | 3.35 (d; 7.1) |
| 1b″ | 3.33 (dd, 13.7, 7.0) | |||||
| 2″ | 123.2 | 5.28 (br t; 6.9) | 123.2 | 5.32 (br t; 7.2) | 123.2 | 5.26 (m) |
| 3″ | 135.5 | 135.5 | 135.5 | |||
| 3″-Me | 16.4 | 1.67 (s) | 16.4 | 1.67 (s) | 16.4 | 1.64 (s) |
| 4″ | 40.6 | 1.93 (m) | 40.7 | 1.93 (m) | 40.6 | 1.93 (m) |
| 5″ | 27.5 | 2.03 (m) | 27.5 | 2.02 (m) | 27.5 | 2.00 (m) |
| 6″ | 125.3 | 5.06 (m) | 125.2 | 5.05 (m) | 125.2 | 5.07 (m) |
| 7″ | 131.7 | 131.6 | 131.7 | |||
| 7″-Me | 17.8 | 1.53 (s) | 17.8 | 1.53 (s) | 17.8 | 1.55 (s) |
| 8″ | 25.9 | 1.59 (s) | 25.9 | 1.58 (s) | 25.9 | 1.60 (s) |
| 2‴ | 40.9 | |||||
| 3‴ | 149.1 | 6.29 (dd; 17.3, 10.6) | ||||
| 4‴ | 110.5c | 5.01 (dd; 17.3, 1.3) | ||||
| 4.95 (dd; 10.6, 1.3) | ||||||
| 1‴ | 27.7 | 1.48 (s) | ||||
| 2‴-Me | ||||||
a
75 MHz.
b
400 MHz.
c
Assignments may be interchanged.