Synthesis and Properties of Annulated 2-(Azaar-2-yl)- and 2,2'-Di(azaar-2-yl)-9,9'-spirobifluorenes
Abstract
:1. Introduction
2. Results and Discussion
2.1. Synthesis
2.2. Structural and Thermal Properties
2.3. Spectroscopic Properties
H1 a | H4 | H8 | H1' | H7'' | H8'' | H9'' | H10'' | |
---|---|---|---|---|---|---|---|---|
1 | 7.63 | 7.84 [29] | - | - | - | - | - | - |
5a | 6.62 | 9.01 | 6.72 | 6.78 | - | 8.21 | - | - |
5b | 6.60 | 9.25 | 6.72 | 6.78 | 9.08 | - | - | - |
5c | 6.52 | 9.22 | 6.72 | 6.78 | - | 7.72 | 7.84 | 9.62 |
5d | 6.62 | 9.34 | 6.71 | 6.78 | 8.25 | 7.64 | 9.26 | - |
7a | 6.67 | 9.05 | 6.79 | - | - | 8.22 | - | - |
7b | 6.69 | 9.28 | 6.80 | 6.69 | 9.09 | - | - | - |
7c | 6.74 | 9.25 | 6.87 | 6.74 | 8.18 | 7.73 | 7.84 | 9.63 |
7d | 6.68 | 9.38 | 6.80 | - | 8.26 | 7.65 | 9.28 | - |
Comp | λmax/nm (1 × 10−5 M in 95% EtOH, log ε) | λem/nm |
---|---|---|
1 | 225 (4.65) 239 (4.40) 272 (4.29) 296 (3.92) 308 (4.11) | 388 (308) |
5a | 213 (4.97) 265 (5.00) 296 (4.53) 308 (4.46) 343 (sh, 4.28) 357 (4.44) | 390 (357) |
5b | 219 (4.99) 258 (4.95) 296 (4.45) 308 (4.38) 326 (4.45) 367 (4.48) | 430 (367) |
5c | 214 (4.91) 246 (sh, 4.96) 280 (4.70) 293 (4.66) 309 (4.96) 324 (4.31) 355 (4.35) 373 (4.50) | 392 (373) |
5d | 212 (4.96) 234 (4.90) 243 (4.93) 252 (4.91) 297 (4.77) 308 (4.63) 351 (4.34) 367 (4.43) | 395 (367) |
7a | 214 (4.90) 265 (5.00) 295 (4.48) 343 (sh, 4.80) 359 (4.63) | 395 (359) |
7b | 216 (4.92) 258 (4.98) 293 (sh, 4.48) 328 (4.40) 370 (4.67) | 395 (370) |
7c | 214 (4.81) 244 (4.95) 283 (4.67) 315 (4.41) 323 (4.40) 357 (4.40) 374 (4.22) | 390 (357) |
7d | 214 (4.84) 242 (4.97) 252 (4.94) 297 (4.82) 352 (4.45) 369 (4.61) | 397 (369) |
3. Experimental
General
4. Conclusions
Supplementary Materials
Acknowledgments
Conflicts of Interest
References
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Liang, J.L.; Cha, H.; Jahng, Y. Synthesis and Properties of Annulated 2-(Azaar-2-yl)- and 2,2'-Di(azaar-2-yl)-9,9'-spirobifluorenes. Molecules 2013, 18, 13680-13690. https://doi.org/10.3390/molecules181113680
Liang JL, Cha H, Jahng Y. Synthesis and Properties of Annulated 2-(Azaar-2-yl)- and 2,2'-Di(azaar-2-yl)-9,9'-spirobifluorenes. Molecules. 2013; 18(11):13680-13690. https://doi.org/10.3390/molecules181113680
Chicago/Turabian StyleLiang, Jing Lu, Hyochang Cha, and Yurngdong Jahng. 2013. "Synthesis and Properties of Annulated 2-(Azaar-2-yl)- and 2,2'-Di(azaar-2-yl)-9,9'-spirobifluorenes" Molecules 18, no. 11: 13680-13690. https://doi.org/10.3390/molecules181113680