Issue 3, 2020

A new visible light triggered Arrhenius photobase and its photo-induced reactions

Abstract

Arrhenius photobases are of potential use for excited state hydroxide ion dissociation (ESHID), photo-induced pOH jump experiments, and base-catalyzed reactions. However, previously studied Arrhenius photobases have to be excited by UV light and undergo ESHID reactions only in protic solvents. These characteristics have become a disadvantage to their application in many fields of research. In this work, we have designed and synthesized a new Arrhenius photobase (NO2-Acr-OH), the ESHID reaction of which is readily triggered by visible light excitation. In contrast to previously studied Arrhenius photobases, NO2-Acr-OH undergoes ESHID reactions in protic solvents as well as in polar aprotic solvents. Solvent-dependent photo-induced reactions of NO2-Acr-OH are comprehensively studied by time-resolved fluorescence spectroscopy. Molecular designs for visible light triggered acridinol-based Arrhenius photobases with a large ΔpKb value are proposed.

Graphical abstract: A new visible light triggered Arrhenius photobase and its photo-induced reactions

Supplementary files

Article information

Article type
Paper
Submitted
29 Oct 2019
Accepted
18 Dec 2019
First published
18 Dec 2019

New J. Chem., 2020,44, 668-673

A new visible light triggered Arrhenius photobase and its photo-induced reactions

J. F. Joung, J. Lee, J. Hwang, K. Choi and S. Park, New J. Chem., 2020, 44, 668 DOI: 10.1039/C9NJ05404A

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