4.8 Article

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

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 29, Pages 8984-8988

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201803937

Keywords

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

Funding

  1. National Science Foundation of China [21572157, 51633006]
  2. Ministry of Science and Technology of China [2016YFB0401100]
  3. University of Colorado Boulder
  4. K. C. Wong Education Foundation

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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.

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