Enhanced Photoinduced Electron Transfer and Stability of Diradicals in Neutral Extended Pyridine <i>N</i>-Oxides

Han, Yong-Fang; Sun, Cai; Wang, Mingsheng

doi:10.1021/acs.jpcc.9b04218

Cited by 17 publications

(12 citation statements)

References 41 publications

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“…Thus, the viologen moieties in 2 – 3 were reduced to form viologen monoradicals upon thermal annealing. In addition, the heated sample of 1 has only one characteristic broad electron absorption band around 250–450 nm, which may be due to the formation of diradicals . These studies indicate again that the planar structures of viologen moiety may be indeed an important factor for heat-induced ET and thermochromism.…”

Section: Resultsmentioning

confidence: 72%

“…In this work, we studied the heat-induced ET behaviors of three known viologen compounds with small δ values (Figure ): BPDO ( 1 ; BPDO = 4,4′-bipyridine- N , N ′-dioxide), δ = 0.68 °; L 1 ·H 2 O ( 2 ; L 1 = 1,1′-bis(4-carboxylatebenzyl)-4,4′-bipyridinium), δ = 6.7 °; (L 2 )Br ( 3 ; L 2 = N , N ′-di(carboxymethyl)-4,4′-dipyridylium), δ = 1.9 ° . Their preparations were all according to reported methods (for details, see the Supporting Information).…”

Section: Resultsmentioning

confidence: 99%

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Planar Viologen-Based Crystalline Compounds Showing Heat-Induced Electron Transfer and Thermochromism

Zhang

Han

Wang

2022

Crystal Growth & Design

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Heat-induced electron transfer (ET) is desirable for some applications, such as thermal/photothermal catalysis, thermochromic antifake, and thermal control of molecular recognition, but needs to be avoided for photochromic or electrochromic windows and other devices. However, to date, the key structural factors of heat-induced ET for viologen compounds are still unclear. This work reveals that the planar structures of viologen moiety may be an important factor for heat-induced ET and thermochromism, through the summarization of a structural law from established thermochromic viologen compounds and the experimental verification using three known compounds with near-planar viologen moieties. Hence, this work contributes to enhance the probability of finding thermochromic viologen compounds with heat-induced electron transfer process.

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Section: Resultsmentioning

confidence: 72%

Section: Resultsmentioning

confidence: 99%

Planar Viologen-Based Crystalline Compounds Showing Heat-Induced Electron Transfer and Thermochromism

Zhang

Han

Wang

2022

Crystal Growth & Design

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“…The photochromism can be explained by a variety of mechanisms, including phase transitions 47 , generation of radical species 48 , electron-transfer (redox) chemical process 49 , tautomeric shift 50 , photoinduced charge transfer, etc 51 – 54 . To gain insight into the photocoloration mechanism of Th-SINAP-100, the PXRD patterns and FTIR spectra before and after irradiation were collected, showing no obvious variations of structure and chemical constituent (Fig.…”

Section: Resultsmentioning

confidence: 99%

Visible colorimetric dosimetry of UV and ionizing radiations by a dual-module photochromic nanocluster

Xie

Wang

et al. 2021

Nat Commun

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Radiation dosimeters displaying conspicuous response of irradiance are highly desirable, owing to the growing demand of monitoring high-energy radiation and environmental exposure. Herein, we present a case of dosimetry based on a discrete nanocluster, [Th6(OH)4(O)4(H2O)6](TPC)8(HCOO)4∙4DMF∙H2O (Th-SINAP-100), by judiciously incorporating heavy Th6 polynuclear centers as radiation attenuator and organic linkers as photo-responsive sensor. Interestingly, dual-module photochromic transitions upon multiple external stimuli including UV, β-ray, and γ-ray are integrated into this single material. The striking color change, and more significantly, the visible color transition of luminescence in response to accumulating radiation dose allow an on-site quantitative platform for naked-eye detection of ionization radiations over a broad range (1–80 kGy). Single crystal X-ray diffraction and density functional theory calculations reveal that the dual-module photochromism can be attributed to the π(TPC) → π*(TPC) intermolecular charge transfer driven by enhanced π-π stacking interaction between the adjacent TPC moieties upon irradiation.

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“…Recently, we discovered an easily accessible photo-active molecule 4,4′-bipyridine- N,N ′-dioxide ( bpdo ) that can be obtained by simple oxidization of 4,4′-bipyridine . The bpdo exhibits an obvious photochromic phenomenon with stable charge-separated state . On the other hand, according to the literature, bpdo exhibits diverse coordination types with metal ions via the O atoms of N- oxide groups, making it suitable for constructing of multifunctional photochromic CPs.…”

Section: Introductionmentioning

confidence: 99%

Multifunctional Crystalline Coordination Polymers Constructed from 4,4′-Bipyridine-N,N′-dioxide: Photochromism, White-Light Emission, and Photomagnetism

Zhang,

Xin,

et al. 2023

ACS Omega

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Multifunctional photochromic coordination polymers (CPs) have shown great potential in many areas, like molecular switches, anticounterfeiting, magnetics, and optoelectronics. Although multifunctional photochromic CPs can be obtained by introducing photoresponsive functional units or by exploiting the synergy effect of each component, relatively limited photochromic ligands hinder the development of various multifunctional photochromic CPs. In this work, we reported two multifunctional coordination polymers {[Zn(bpdo)(fum)(H2O)2]} n (1) and {[Mn(bpdo)(fum)(H2O)2]} n (2) based on an easily accessible but underestimated photoactive molecule 4,4′-bipyridine-N,N′-dioxide (bpdo). Compound 1 exhibits photochromism and white-light emission with an ultra-high color rendering index (CRI) of 92.1. Interestingly, compound 1 could emit intrinsic white light in the crystalline state upon UV irradiation both before and after photochromism. Meanwhile, compound 2 displays photochromic and photomagnetic properties, induced by the photogenerated radicals via a photoinduced electron transfer mechanism.

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Enhanced Photoinduced Electron Transfer and Stability of Diradicals in Neutral Extended Pyridine N-Oxides

Cited by 17 publications

References 41 publications

Planar Viologen-Based Crystalline Compounds Showing Heat-Induced Electron Transfer and Thermochromism

Planar Viologen-Based Crystalline Compounds Showing Heat-Induced Electron Transfer and Thermochromism

Visible colorimetric dosimetry of UV and ionizing radiations by a dual-module photochromic nanocluster

Multifunctional Crystalline Coordination Polymers Constructed from 4,4′-Bipyridine-N,N′-dioxide: Photochromism, White-Light Emission, and Photomagnetism

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