Journal
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 10, Issue -, Pages 841-847Publisher
BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.10.80
Keywords
carbon nanomaterials; columnar crystal packing; fluorescence; herringbone; pyrenylsumanene
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Funding
- Ministry of Education, Culture, Sports, Science and Technology (MEXT)
- Japan Science and Technology (JST (ACT-C))
- Sumitomo Chemical
- Grants-in-Aid for Scientific Research [25410124, 26288020] Funding Source: KAKEN
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A single crystal of pyrenylsumanene was found to exhibit both columnar and herringbone crystal packing. The sumanene moieties form unidirectional columnar structures based on pi-pi stacking while the pyrene moieties generate herringbone structures due to CH-pi interactions. The absorption and emission maxima of pyrenylsumanene were both red-shifted relative to those of sumanene and pyrene, owing to the extension of pi-conjugation. Monomer emission with high quantum yield (0.82) was observed for pyrenylsumanene in solution, while excimer-type red-shifted emission was evident in the crystalline phase.
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