Journal
ASIAN JOURNAL OF ORGANIC CHEMISTRY
Volume 11, Issue 11, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.202200471
Keywords
Acenes; Arenes; Aromaticity; Buckybowls
Categories
Funding
- JSPS KAKENHI [JP18H01943, JP19H00912, JP21H05233, JP21J10937, 22-IMS-C068, 2016-3rd-2D-021]
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Sumanene derivatives fused by quinones and acenes were successfully synthesized and exhibited one-dimensional columnar stackings in their structure. These derivatives demonstrated higher solubility and significant stability against oxidation.
Sumanene derivatives fused by quinones and acenes were synthesized through Friedel-Crafts double acylation, followed by reductive aromatization. Single-crystal X-ray diffraction analysis on synthesized quinone and acene derivatives revealed the one-dimensional (1D) columnar stackings predominated by the concave-convex alignment from sumanene moiety. The thus-prepared sumanene-fused acenes exhibited higher solubility to organic solvent and significant stability against aerobic oxidation than the pristine acenes.
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