Separation of Arylenevinylene Macrocycles with a Surface-Confined Two-Dimensional Covalent Organic Framework

Chunhua Liu; Eunsol Park; Yinghua Jin; Jie Liu; Yanxia Yu; Wei Zhang; Shengbin Lei; Wenping Hu

doi:10.1002/anie.201803937

Separation of Arylenevinylene Macrocycles with a Surface-Confined Two-Dimensional Covalent Organic Framework

Angew Chem Int Ed Engl. 2018 Jul 16;57(29):8984-8988. doi: 10.1002/anie.201803937. Epub 2018 Jun 19.

Authors

Chunhua Liu^{1

2}, Eunsol Park³, Yinghua Jin³, Jie Liu¹, Yanxia Yu², Wei Zhang³, Shengbin Lei^{1

2}, Wenping Hu¹

Affiliations

¹ Tianjin Key Laboratory of Molecular Optoelectronic Science, Department of Chemistry, School of Science & Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin University, Tianjin, 300072, P. R. China.
² School of Chemistry and Chemical Engineering, Harbin Institute of Technology, Harbin, 150080, P. R. China.
³ Department of Chemistry and Biochemistry, University of Colorado, Boulder, CO, 80309, USA.

PMID: 29851247
DOI: 10.1002/anie.201803937

Abstract

A two-dimensional surface covalent organic framework, prepared by a surface-confined synthesis using 4,4'-azodianiline and benzene-1,3,5-tricarbaldehyde as the precursors, was used as a host network to effectively immobilize arylenevinylene macrocycles (AVMs). Thus AVMs could be separated from their linear polymer analogues, which are the common side-products in the cyclooligomerization process. Scanning tunneling microscopy investigations revealed efficient removal of linear polymers by a simple surface binding and solvent washing process.

Keywords: covalent organic frameworks; host-guest chemistry; macrocycles; scanning tunneling microscopy; surface chemistry.