On-surface synthesis and spontaneous segregation of conjugated tetraphenylethylene macrocycles.
Commun Chem
; 5(1): 174, 2022 Dec 22.
Article
in En
| MEDLINE
| ID: mdl-36697742
ABSTRACT
Creating conjugated macrocycles has attracted extensive research interest because their unique chemical and physical properties, such as conformational flexibility, intrinsic inner cavities and aromaticity/antiaromaticity, make these systems appealing building blocks for functional supramolecular materials. Here, we report the synthesis of four-, six- and eight-membered tetraphenylethylene (TPE)-based macrocycles on Ag(111) via on-surface Ullmann coupling reactions. The as-synthesized macrocycles are spontaneously segregated on the surface and self-assemble as large-area two-dimensional mono-component supramolecular crystals, as characterized by scanning tunneling microscopy (STM). We propose that the synthesis benefits from the conformational flexibility of the TPE backbone in distinctive multi-step reaction pathways. This study opens up opportunities for exploring the photophysical properties of TPE-based macrocycles.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Language:
En
Journal:
Commun Chem
Year:
2022
Document type:
Article
Affiliation country:
China