Journal
CHEMICAL COMMUNICATIONS
Volume 52, Issue 3, Pages 537-540Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5cc08853d
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Funding
- National Natural Science Foundation of China (NSFC) [21302123, 21272149]
- Science and Technology Commission of Shanghai Municipality [13ZR1416400]
- Innovation Program of Shanghai Municipal Education Commission [14ZZ094]
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A four-step synthesis of the C-3-symmetric parent 1,5,9-triazacoronene (TAC) and its derivatives was achieved using a three-fold Bischler-Napieralski cyclization as the key step. The single-crystal X-ray diffraction of 1b (R = n-Bu) demonstrates that the azacoronene core is perfectly co-planar and the molecules adopt a favorable 2-D brick-wall arrangement with strong pi-pi interactions. The unique stacking, tunable photophysical and electronic properties, and high thermal stability should make them promising candidates for emissive and electron-transport materials.
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