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

Joonyoung F. Joung, Jeeun Lee, Joungin Hwang, Kihang Choi, Sungnam Park

Research output: Contribution to journalArticlepeer-review

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.

Original languageEnglish
Pages (from-to)668-673
Number of pages6
JournalNew Journal of Chemistry
Volume44
Issue number3
DOIs
Publication statusPublished - 2020

Bibliographical note

Funding Information:
This study was supported by grants from the National Research Foundation of Korea (NRF) funded by the Korean government (MSIP) (No. 2019R1H1A2079968 and 2019R1A6A1A11044070 for S. P. and No. 20100020209 for K. C.).

Publisher Copyright:
This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.

ASJC Scopus subject areas

  • Catalysis
  • General Chemistry
  • Materials Chemistry

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