Photoinduced Electron Transfer in 9-Substituted 10-Methylacridinium Ions

Takeshi Tsudaka, Hiroaki Kotani, Kei Ohkubo, Tatsuo Nakagawa, Nikolai V. Tkachenko, Helge Lemmetyinen, Shunichi Fukuzumi

Research output: Contribution to journalArticlepeer-review

48 Scopus citations

Abstract

A series of 9-substituted 10-methylacridinium ions (Acr+-R) in which an electron-donor moiety (R) is directly linked with an electron-acceptor moiety (Acr+) at the 9-position was synthesized, and the photodynamics was fully investigated to determine the rate constants of photoinduced electron transfer (ET) and back electron transfer. The driving forces of photoinduced electron transfer and back electron transfer were determined by means of electrochemical and photophysical measurements. The dependence of the ET rate constants on driving force was well analyzed in the light of the Marcus theory of ET. The quantum yields of formation of the triplet ET states vary significantly, depending on the interaction between the donor (R) and acceptor (Acr+) moieties. Among the Acr+-R examined, the 9-mesityl-10-methylacridinium ion (Acr+-Mes) exhibits the best performance in terms of the lifetime of the triplet ET state and the quantum yield. Photoexcitation of Acr+-Mes results in formation of the triplet ET state [3(Acr.-Mes.+)], which has a long lifetime, a high energy (2.37 eV), and a high quantum yield (>75 %) in acetonitrile. The triplet ET state exhibits both the oxidizing and reducing activity of the Mes.+and Acr.moieties, respectively.

Original languageEnglish
Pages (from-to)1306-1317
Number of pages12
JournalChemistry - A European Journal
Volume23
Issue number6
DOIs
StatePublished - 26 Jan 2017

Bibliographical note

Publisher Copyright:
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

Keywords

  • donor–acceptor systems
  • electron transfer
  • photochemistry
  • redox chemistry
  • time-resolved spectroscopy

Fingerprint

Dive into the research topics of 'Photoinduced Electron Transfer in 9-Substituted 10-Methylacridinium Ions'. Together they form a unique fingerprint.

Cite this