Dynamic Interconversion between Boroxine Cages Based on Pyridine Ligation

Kosuke Ono, Shunsuke Shimo, Kohei Takahashi, Nobuhiro Yasuda, Hidehiro Uekusa, Nobuharu Iwasawa

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

Dynamic interconversion between large covalent organic cages was achieved simply by heating or acid/base treatment. A mixture of the boroxine cages 12-mer and 15-mer was cleanly converted into a pyridine adduct of the 9-mer boroxine cage upon treatment with pyridine, and the geometry of N-coordinated boron atoms changed from trigonal to tetrahedral. The reverse reaction was achieved by heating or acid treatment. In this process, the larger boroxine cages 12-mer and 15-mer were found to be entropically favored owing to the release of free pyridine molecules from 9-mer⋅6 Py.

Original languageEnglish
Pages (from-to)3113-3117
Number of pages5
JournalAngewandte Chemie - International Edition
Volume57
Issue number12
DOIs
Publication statusPublished - 12 Mar 2018

Keywords

  • boroxines
  • covalent organic cages
  • dynamic interconversion
  • supramolecular chemistry

Cite this

Ono, K., Shimo, S., Takahashi, K., Yasuda, N., Uekusa, H., & Iwasawa, N. (2018). Dynamic Interconversion between Boroxine Cages Based on Pyridine Ligation. Angewandte Chemie - International Edition, 57(12), 3113-3117. https://doi.org/10.1002/anie.201713221