A Straightforward Strategy toward Large BN-Embedded π‑Systems: Synthesis, Structure, and Optoelectronic Properties of Extended BN Heterosuperbenzenes

A straightforward strategy has been used to construct large BN-embedded π-systems simply from azaacenes. BN heterosuperbenzene derivatives, the largest BN heteroaromatics to date, have been synthesized in three steps. The molecules exhibit curved π-surfaces, showing two different conformations which...

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Veröffentlicht in:Journal of the American Chemical Society 2014-03, Vol.136 (10), p.3764-3767
Hauptverfasser: Wang, Xiao-Ye, Zhuang, Fang-Dong, Wang, Rui-Bo, Wang, Xin-Chang, Cao, Xiao-Yu, Wang, Jie-Yu, Pei, Jian
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Sprache:eng
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Zusammenfassung:A straightforward strategy has been used to construct large BN-embedded π-systems simply from azaacenes. BN heterosuperbenzene derivatives, the largest BN heteroaromatics to date, have been synthesized in three steps. The molecules exhibit curved π-surfaces, showing two different conformations which are self-organized into a sandwich structure and further packed into a π-stacking column. The assembled microribbons exhibit good charge transport properties and photoconductivity, representing an important step toward the optoelectronic applications of BN-embedded aromatics.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja500117z