4.5 Article

Insights Into the Mechanism of Energy Transfer with Poly (Heptazine Imide)s in a Deoximation Reaction

Journal

CHEMPHOTOCHEM
Volume 5, Issue 11, Pages 1020-1025

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cptc.202100088

Keywords

carbon nitride; energy transfer; oxime; poly(heptazine imide); singlet oxygen

Funding

  1. European Union's Horizon 2020 research and innovation programme under the Marie Skodowska-Curie grant [861151]
  2. Projekt DEAL
  3. Marie Curie Actions (MSCA) [861151] Funding Source: Marie Curie Actions (MSCA)

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In this study, the mechanism of singlet oxygen-mediated deoximation process was established through a series of control reactions and spectroscopic measurements, expanding the reaction scope to include ketoximes.
Following our previous studies on potassium poly(heptazine imide) (K-PHI), that is, catalyzed photooxidative [3+2] aldoxime-to-nitrile addition to form 1,2,4-oxadiazoles, we discovered that electron-rich oximes yield the parent aldehydes instead of target products. In this work, the mechanism of this singlet oxygen-mediated deoximation process was established using a series of control reactions and spectroscopic measurements such as steady-state and time-resolved fluorescence quenching experiments. Additionally, the singlet-triplet energy gap value was obtained for K-PHI in suspension, and the reaction scope was broadened to include ketoximes.

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