Preparation of Xanthene-TEMPO Dyads: Synthesis and Study of the Radical Enhanced Intersystem Crossing.

Wenhui Zhu, Yanran Wu, Yiyan Zhang, Andrey A Sukhanov, Yuqi Chu, Xue Zhang, Jianzhang Zhao, Violeta K Voronkova

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Article in International journal of molecular sciences, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

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1citing papers in PubMed

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1 citing paper in PubMed.

Spatially Resolved Ion Sensing by Voltammetric Ion Transfer Microscopy.JACS Au · 2025
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5 · Who and what money

Authors and funding

8 authors.

Wenhui ZhuState Key Laboratory of Fine Chemicals, Frontier Science Center for Smart Materials, School of Chemical Engineering, Dalian University of Technology, 2 Ling Gong Road, Dalian 116024, China.

Yanran WuState Key Laboratory of Fine Chemicals, Frontier Science Center for Smart Materials, School of Chemical Engineering, Dalian University of Technology, 2 Ling Gong Road, Dalian 116024, China.ORCID 0009-0001-1813-1960

Yiyan ZhangState Key Laboratory of Fine Chemicals, Frontier Science Center for Smart Materials, School of Chemical Engineering, Dalian University of Technology, 2 Ling Gong Road, Dalian 116024, China.

Andrey A SukhanovZavoisky Physical-Technical Institute, FRC Kazan Scientific Center of Russian Academy of Sciences, Kazan 420029, Russia.

Yuqi ChuState Key Laboratory of Fine Chemicals, Frontier Science Center for Smart Materials, School of Chemical Engineering, Dalian University of Technology, 2 Ling Gong Road, Dalian 116024, China.

Xue ZhangState Key Laboratory of Fine Chemicals, Frontier Science Center for Smart Materials, School of Chemical Engineering, Dalian University of Technology, 2 Ling Gong Road, Dalian 116024, China.ORCID 0000-0003-3681-202X

Jianzhang ZhaoState Key Laboratory of Fine Chemicals, Frontier Science Center for Smart Materials, School of Chemical Engineering, Dalian University of Technology, 2 Ling Gong Road, Dalian 116024, China.ORCID 0000-0002-5405-6398

Violeta K VoronkovaZavoisky Physical-Technical Institute, FRC Kazan Scientific Center of Russian Academy of Sciences, Kazan 420029, Russia.

Funding

NSFC U2001222Research and Innovation Team Project of Dalian University of Technology DUT2022TB10State Key Laboratory of Fine Chemicals of Dalian University of TechnologyThe Fundamental Research Funds for the Central Universities DUT22LAB610

6 · The paper itself

Abstract

We prepared a rhodamine-TEMPO chromophore-radical dyad (RB-TEMPO) to study the radical enhanced intersystem crossing (REISC). The visible light-harvesting chromophore rhodamine is connected with the TEMPO (a nitroxide radical) via a C-N bond. The UV-vis absorption spectrum indicates negligible electron interaction between the two units at the ground state. Interestingly, the fluorescence of the rhodamine moiety is strongly quenched in RB-TEMPO, and the fluorescence lifetime of the rhodamine moiety is shortened to 0.29 ns, from the lifetime of 3.17 ns. We attribute this quenching effect to the intramolecular electron spin-spin interaction between the nitroxide radical and the photoexcited rhodamine chromophore. Nanosecond transient absorption spectra confirm the REISC in RB-TEMPO, indicated by the detection of the rhodamine chromophore triplet excited state; the lifetime was determined as 128 ns, which is shorter than the native rhodamine triplet state lifetime (0.58 μs). The zero-field splitting (ZFS) parameters of the triplet state of the chromophore were determined with the pulsed laser excited time-resolved electron paramagnetic resonance (TREPR) spectra. RB-TEMPO was used as a photoinitiator for the photopolymerization of pentaerythritol triacrylate (PETA). These studies are useful for the design of heavy atom-free triplet photosensitizers, the study of the ISC, and the electron spin dynamics of the radical-chromophore systems upon photoexcitation.

Indexed as

LightXanthenesElectron Spin Resonance SpectroscopyNitrogen OxidesRhodaminesNitrogen OxidesnitroxylRhodaminesXantheneselectron paramagnetic resonanceintersystem crossingnanosecond transient absorption spectroscopyphotopolymerizationradicaltriplet state

Identifiers

PMID37446398

DOI10.3390/ijms241311220

PMCPMC10342664

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