Table 1.
Overview of spectroscopic data of the newly synthesized compounds. The data given for the carbon analogues C-NBD1 (2-bromo-3-tosylbicyclo[2.2.1]hepta-2,5-diene) and C-NBD2 (N,N-diphenyl-4-(3-tosylbicyclo[2.2.1]hepta-2,5-dien-2-yl)aniline) were previously published [40].
| Compound | Yield [%] | λmax (ε)a [nm] | λπ–π* (ε)a [nm] | λonsetb [nm] |
|
| ||||
| C-NBD1 c | 92 | 269 (6500) | 243 (12500) | 317 |
| O-NBD1 | 84 | 278 (4500) | 239 (11200) | 343 |
| N-NBD1 | 53 | 289 (3800) | 240 (11800) | 341 |
| C-NBD2 c | 62 | 370 (19200) | 294 (14000) | 452 |
| O-NBD2 | 29 | 392 (15600) | 295 (14600) | 498 |
| N-NBD2 | 26 | 393 (17300) | 294 (14200) | 479 |
aExtinction coefficients are given in M−1·cm−1; bonset values are defined as log (ε) = 2; cdata are provided for easier comparability based on literature [40].