Persistent radical cation sp2 carbon-covalent organic framework for photocatalytic oxidative organic transformations

Cheng, Yuan‐Zhe; Ji, Wenyan; Wu, Xianxin; Ding, Xuesong; Liu, Xinfeng; Han, Bao‐Hang

doi:10.1016/j.apcatb.2022.121110

Cited by 60 publications

(43 citation statements)

References 48 publications

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“…[23] In addition, the electronics distribution of TAT-DMTA-COF and TPB-DMTA-COF were performed by density function theory (DFT) calculations, the lowest unoccupied molecular orbital (LUMO) was located in linkers fragments and the highest occupied molecular orbital (HOMO) was situated in knots, which suggests that the photo-generated electrons can be transferred from knots fragments to DMTA unit under light irradiation (Figure S4). [24] Additionally, there is no signifi-cant decrease in the photocurrent signal with increasing illumination time, demonstrating that the photocatalysts can achieve a stable supply of photogenerated electrons in this more energetically excited state. [25] Besides, TAT-DMTA-COF displays smaller arc radius than TPB-DMTA-COF under light irradiation as electrochemical impedance spectroscopy depicted, revealing the higher interfacial electron transfer (Figure S5).…”

Section: Resultsmentioning

confidence: 98%

Influence of the Building Unit on Covalent Organic Frameworks in Mediating Photo‐induced Energy‐Transfer Reversible Complexation‐Mediated Radical Polymerization (PET‐RCMP)

Lü

Zhao²,

Yang

et al. 2022

Angewandte Chemie

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Two imine‐based covalent organic framework photocatalysts with different building units, TPB‐DMTA‐COF and TAT‐DMTA‐COF, for photo‐induced energy transfer reversible complexation‐mediated radical polymerization (PET‐RCMP) were developed and investigated, producing ideal polymers with accurate molecular weight and moderate dispersity under visible light irradiation. The chain extension and spatiotemporal control experiments revealed the high chain‐end fidelity of polymers and the compatibility of RCMP processes in both bulk and aqueous system. Moreover, density functional theory (DFT) calculations verified that heteroatom‐doped TAT‐DMTA‐COF exhibits higher activities for weakening C−I bond energy barrier, which promotes PET‐RCMP polymerization performance. This work demonstrates that rational adjustment of building block for constructing COF heterogeneous photocatalyst can enhance the catalytic performance of PET‐RCMP, providing a design methodology for the development of polymeric organic photoelectric semiconductor catalysts to mediate RCMP.

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Section: Resultsmentioning

confidence: 98%

Influence of the Building Unit on Covalent Organic Frameworks in Mediating Photo‐induced Energy‐Transfer Reversible Complexation‐Mediated Radical Polymerization (PET‐RCMP)

Lü

Zhao²,

Yang

et al. 2022

Angewandte Chemie

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“…As a type of strong electron donors, triphenylamine is usually employed to elongate the π ‐conjugation for modulating many photocatalysis processes. [ 13 ] Therefore, besides the light absorption and photoluminescence properties, the photosensitized 1 O 2 generation ability of 1 was also investigated in different solvents by using 9,10‐anthracenediylbis(methylene)dimalonic acid (ABDA) as the detecting probe. As shown in Figure S18 in the Supporting Information, the UV–vis absorbance of ABDA obviously decreased in the presence of 1 , corresponding to the degradation of ABDA by 1 O 2 under light irradiation.…”

Section: Resultsmentioning

confidence: 99%

Conformationally Confined Emissive Cationic Macrocycle with Photocontrolled Organelle‐Specific Translocation

Dong

Dai

et al. 2022

Advanced Science

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The optimization of molecular conformation and aggregation modes is of great significance in creation of new luminescent materials for biochemical research and medical diagnostics. Herein, a highly emissive macrocycle ( 1 ) is reported, which is constructed by the cyclization reaction of triphenylamine with benzyl bromide and exhibits very distinctive photophysical performance both in aqueous solution and the solid state. Structural analysis reveals that the 1 can form self‐interpenetrated complex and emit bright yellow fluorescence in the crystal lattice. The distorted yet symmetrical structure can endow 1 with unique two‐photon absorption property upon excitation by near‐infrared light. Also, 1 can be utilized as an efficient photosensitizer to produce singlet oxygen ( 1 O 2 ) both in inanimate milieu and under cellular environment. More intriguingly, due to the strong association of 1 with negatively charged biomacromolecules, organelle‐specific migration is achieved from lysosome to nucleus during the 1 O 2 ‐induced cell apoptosis process. To be envisaged, this conformationally confined cationic macrocycle with photocontrolled lysosome‐to‐nucleus translocation may provide a feasible approach for in situ identifying different biospecies and monitoring physiological events at subcellular level.

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“…The average lifetime of the three COFs is longer than that of some similar COFs and CTFs reported so far. 52,53 To further elaborate charge transport, we carried out a series of photoelectrochemical measurements. Linear sweep voltammetry (LSV) (Fig.…”

Section: Optical and Electrical Properties Of Cofsmentioning

confidence: 99%

Modulating electronic structure of triazine-based covalent organic frameworks for photocatalytic organic transformations

Wang

Shan

et al. 2022

J. Mater. Chem. A

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Persistent radical cation sp2 carbon-covalent organic framework for photocatalytic oxidative organic transformations

Cited by 60 publications

References 48 publications

Influence of the Building Unit on Covalent Organic Frameworks in Mediating Photo‐induced Energy‐Transfer Reversible Complexation‐Mediated Radical Polymerization (PET‐RCMP)

Influence of the Building Unit on Covalent Organic Frameworks in Mediating Photo‐induced Energy‐Transfer Reversible Complexation‐Mediated Radical Polymerization (PET‐RCMP)

Conformationally Confined Emissive Cationic Macrocycle with Photocontrolled Organelle‐Specific Translocation

Modulating electronic structure of triazine-based covalent organic frameworks for photocatalytic organic transformations

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