Approaching a stable, green twisted heteroacene through “clean reaction” strategy

Gang Li; Hieu M. Duong; Zhonghan Zhang; Jinchong Xiao; Lei Liu; Yanli Zhao; Hua Zhang; Fengwei Huo; Shuzhou Li; Jan Ma; Fred Wudl; Qichun Zhang

doi:10.1039/C2CC32048G

Approaching a stable, green twisted heteroacene through “clean reaction” strategy†

Gang Li,^a Hieu M. Duong,^b Zhonghan Zhang,^a Jinchong Xiao,^a Lei Liu,^c Yanli Zhao,^c Hua Zhang,^a Fengwei Huo,^a Shuzhou Li,^a Jan Ma,^a Fred Wudl*^d and Qichun Zhang*^a

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* Corresponding authors

^a School of Materials Science Engineering, Nanyang Technological University, 50 Nanyang Avenue, Singapore
E-mail: qczhang@ntu.edu.sg
Fax: (+65)67909081
Tel: (+65)67909081

^b Department of Chemistry and Biochemistry, University of California, Los Angeles, USA

^c School of Physical and Mathematical Sciences, Nanyang Technological University, 50 Nanyang Avenue, Singapore 639798, Singapore

^d Mitsubishi, Chemical Center for Advanced Materials, Department of Chemistry and Biochemistry and Center for Polymers and Organic solids, University of California, Santa Barbara, USA
E-mail: wudl@chem.ucsb.edu

Abstract

A new, longest, stable, green twisted heteroacene 2-methyl-1,4,6,13-tetraphenyl-7:8,11:12-bisbenzo-anthro[g]isoquinolin-3(2H)-one (3) was synthesized by employing a “clean reaction” strategy based on thermally eliminating lactam bridges. Calculation shows that the HOMO–LUMO bandgap is in good agreement with experimental data.

Chemical Communications

Approaching a stable, green twisted heteroacene through “clean reaction” strategy†

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Approaching a stable, green twisted heteroacene through “clean reaction” strategy

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