A Photoexcitation‐Induced Twisted Intramolecular Charge Shuttle

Charge transfer and separation are important processes governing numerous chemical reactions. Fundamental understanding of these processes and the underlying mechanisms is critical for photochemistry. Herein, we report the discovery of a new charge‐transfer and separation process, namely the twisted...

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Veröffentlicht in:Angewandte Chemie International Edition 2019-05, Vol.58 (21), p.7073-7077
Hauptverfasser: Chi, Weijie, Qiao, Qinglong, Lee, Richmond, Liu, Wenjuan, Teo, Yock Siong, Gu, Danning, Lang, Matthew John, Chang, Young‐Tae, Xu, Zhaochao, Liu, Xiaogang
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container_end_page 7077
container_issue 21
container_start_page 7073
container_title Angewandte Chemie International Edition
container_volume 58
creator Chi, Weijie
Qiao, Qinglong
Lee, Richmond
Liu, Wenjuan
Teo, Yock Siong
Gu, Danning
Lang, Matthew John
Chang, Young‐Tae
Xu, Zhaochao
Liu, Xiaogang
description Charge transfer and separation are important processes governing numerous chemical reactions. Fundamental understanding of these processes and the underlying mechanisms is critical for photochemistry. Herein, we report the discovery of a new charge‐transfer and separation process, namely the twisted intramolecular charge shuttle (TICS). In TICS systems, the donor and acceptor moieties dynamically switch roles in the excited state because of an approximately 90° intramolecular rotation. TICS systems thus exhibit charge shuttling. TICSs exist in several chemical families of fluorophores (such as coumarin, BODIPY, and oxygen/carbon/silicon–rhodamine), and could be utilized to construct functional fluorescent probes (i.e., viscosity‐ or biomolecule‐sensing probes). The discovery of the TICS process expands the current perspectives of charge‐transfer processes and will inspire future applications. Twisted intramolecular charge shuttle (TICS): In TICS systems, the donor and acceptor moieties dynamically switch roles in the excited state due to an approximately 90° intramolecular rotation that is induced upon photoexcitation. This results in charge shuttling. TICSs exist in several families of fluorophores and could be utilized in the construction of fluorescent probes.
doi_str_mv 10.1002/anie.201902766
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Fundamental understanding of these processes and the underlying mechanisms is critical for photochemistry. Herein, we report the discovery of a new charge‐transfer and separation process, namely the twisted intramolecular charge shuttle (TICS). In TICS systems, the donor and acceptor moieties dynamically switch roles in the excited state because of an approximately 90° intramolecular rotation. TICS systems thus exhibit charge shuttling. TICSs exist in several chemical families of fluorophores (such as coumarin, BODIPY, and oxygen/carbon/silicon–rhodamine), and could be utilized to construct functional fluorescent probes (i.e., viscosity‐ or biomolecule‐sensing probes). The discovery of the TICS process expands the current perspectives of charge‐transfer processes and will inspire future applications. 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subjects Biomolecules
biosensors
Charge transfer
charge transfer and separation
Chemical compounds
Chemical reactions
Coumarin
donor–acceptor systems
Fluorescent indicators
fluorescent probes
fluorophore
Fluorophores
Organic chemistry
Photochemistry
Photoexcitation
Probes
Rhodamine
Separation
Viscosity
title A Photoexcitation‐Induced Twisted Intramolecular Charge Shuttle
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