Synthesis and Interlayer Assembly of a Graphenic Bowl with Peripheral Selenium Annulation

• DOI: 10.1021/jacs.2c12401
• Publication Date: 2023-02-06T16:14:05Z
• Authors: Zhen-Lin Qiu; Yang Cheng; Qi Zeng; Qiong Wu; Xin-Jing Zhao; Rong-Jie Xie; LiuBin Feng; Kaihui Liu; Yuan-Zhi Tan
• Keywords: Annulation

Pentagonal cyclization at the bay positions of armchair-edged graphenic cores can build molecular bowls without destruction hexagonal lattices. However, this synthesis remains challenging due to unfavorable strain and multiple reactions required. Here, we show that a new type bowl with depth 1.7 Å diameter 1.2 nm is constructed by sextuple Se annulation hexa-peri-hexabenzocoronene. This functionalized phenylseleno groups stack into discrete bilayer dimer in solution. Such exhibits high stability survives gas phase after laser ablation. Strikingly, asymmetric one-dimensional supramolecular columns coherent stacking configuration are observed solid state, which results strong second harmonic generation prominent polarization dependence. Our findings present concise giant core demonstrate unique assembly extended bowls.