Liyuan Qin, Jin Xie, Botao Wu, Hao Hong, Suyu Yang, Zhuangzhuang Ma, Cheng Li, Guanxin Zhang, Xi-Sha Zhang, Kaihui Liu, Deqing Zhang
Chiral nanographenes (NGs) have garnered significant interest as optoelectronic materials in recent years. While helically chiral NGs have been extensively studied, axially chiral NGs have only witnessed limited examples, with no prior reports of axially chiral nonbenzenoid NGs. Herein we report an axially chiral nonbenzenoid nanographene featuring six pentagons and four heptagons. This compound, denoted as 2 , was efficiently synthesized via an efficient Pd-catalyzed aryl silane homocoupling reaction. The presence of two bulky 3,5-di- tert -butylphenyl groups around the axis connecting the two nonbenzenoid PAH (AHR) segments endows 2 with atropisomeric chirality and high racemization energy barrier, effectively preventing racemization of both R - and S -enantiomers at room temperature...
April 18, 2024: Journal of the American Chemical Society