Synthesis of Sumanene-fused Acenes

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.

Automated summary

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.