Catalyst-Enabled in Situ Linkage Reduction in Imine Covalent Organic Frameworks

Jiyun Hu, Federica Zanca, Gregory J. McManus, Isabella A. Riha, Huong Giang T. Nguyen, William Shirley, Collin G. Borcik, Benjamin J. Wylie, Mourad Benamara, Roger D. Van Zee, Peyman Z. Moghadam, Hudson Beyzavi

Research output: Contribution to journalArticlepeer-review

Abstract

New linkages for covalent organic frameworks (COFs) have been continuously pursued by chemists as they serve as the structure and property foundation for the materials. Developing new reaction types or modifying known linkages have been the only two methods to create new COF linkages. Herein, we report a novel strategy that uses H3PO3 as a bifunctional catalyst to achieve amine-linked COFs from readily available amine and aldehyde linkers. The acidic proton of H3PO3 catalyzes the imine framework formation, which is then in situ reduced to the amine COF by the reductive P-H moiety. The amine-linked COF outperforms its imine analogue in promoting Knoevenagel condensation because of the more basic sites and higher stability.

Original languageEnglish
Pages (from-to)21740-21747
Number of pages8
JournalACS Applied Materials and Interfaces
Volume13
Issue number18
DOIs
StatePublished - May 12 2021

Keywords

  • Knoevenagel condensation
  • catalyst
  • covalent organic frameworks
  • imine
  • phosphorous acid
  • reduction

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