Huidong Xie, Zuo Xiao, Yixiao Song, Ke Jin, Hongxing Liu, Erjun Zhou, Jing Cao, Jiangzhao Chen, Junqiao Ding, Chenyi Yi, Xingxing Shen, Chuantian Zuo, Liming Ding
Tethered nonplanar aromatics (TNAs) make up an important class of nonplanar aromatic compounds showing unique features. However, the knowledge on the synthesis, structures, and properties of TNAs remains insufficient. In this work, a new type of TNAs, the tethered aromatic lactams, is synthesized via Pd-catalyzed consecutive intramolecular direct arylations. These molecules possess a helical ladder-type conjugated system of up to 13 fused rings. The overall yields ranged from 3.4 to 4.3%. The largest of the tethered aromatic lactams, 6L-Bu-C 14 , demonstrates a guest-adaptive hosting capability of TNAs for the first time...
April 16, 2024: Journal of the American Chemical Society