Excited state proton and electron transfer reactions of acridinedione dyes with amines

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Publication Date
DOI 10.1039/A809070J
Impact Factor 3.676
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Abstract

The excited singlet and triplet state reactions of a set of interesting bifunctional molecules, acridinedione dyes with amines were studied in 2:1 acetonitrile–water. The dyes absorb around 370–390 nm and emit around 430–450 nm. The dyes (N–H) show a new emission with a maximum around 500–520 nm in the presence of highly basic amines which is similar to the deprotonated form, which is formed by excited state proton transfer from the dye to the amine. Electron transfer from the amine to the dye is observed in the case of weakly basic amines and N–R compounds. The triplet of the dyes absorb around 620–670 nm. No proton transfer is observed from the dye to the amine in the triplet state. An electron transfer followed by a proton transfer from the amine to the dye resulting in the ketyl radical formation is observed. For highly basic amines and the dyes with N–H substitution, a further deprotonation of the ketyl radical is observed. The radical cation of the amine is observed in the singlet as well as the triplet reaction, evidencing electron transfer from the amine to the dye.

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Physical Chemistry Chemical Physics

Physical Chemistry Chemical Physics
CiteScore: 5.5
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Physical Chemistry Chemical Physics (PCCP) is an international journal co-owned by 19 physical chemistry and physics societies from around the world. This journal publishes original, cutting-edge research in physical chemistry, chemical physics and biophysical chemistry. To be suitable for publication in PCCP, articles must include significant innovation and/or insight into physical chemistry; this is the most important criterion that reviewers and Editors will judge against when evaluating submissions. The journal has a broad scope and welcomes contributions spanning experiment, theory, computation and data science. Topical coverage includes spectroscopy, dynamics, kinetics, statistical mechanics, thermodynamics, electrochemistry, catalysis, surface science, quantum mechanics, quantum computing and machine learning. Interdisciplinary research areas such as polymers and soft matter, materials, nanoscience, energy, surfaces/interfaces, and biophysical chemistry are welcomed if they demonstrate significant innovation and/or insight into physical chemistry. Joined experimental/theoretical studies are particularly appreciated when complementary and based on up-to-date approaches.

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