Metal‐Free Photo(redox) Catalysis

Zeitler, Kirsten

doi:10.1002/9783527674145.ch6

Cited by 10 publications

(12 citation statements)

References 228 publications

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“…A close comparison with the values of both ground state and excited state redox potentials of tetraphenylporphyrin reveals that, in the excited state, the porphyrinoids are more efficient electron donors and more efficient electron acceptors than in the ground state . Thus, porphyrinoids have great potential to replace the traditional photoredox catalysts like [Ru(bpy) 3 )] 2+ and [Ir(ppy) 3 ] {bpy = bipyridine and ppy = 2-phenylpyridine}. , Advantageously, the electronic and physicochemical properties of porphyrinoids can be fine-tuned by suitable functionalization at the periphery . Porphyrinoids, which will absorb the whole UV–vis region of the spectrum, will have great potential in this regard.…”

Section: Introductionmentioning

confidence: 94%

“…6 Thus, porphyrinoids have great potential to replace the traditional photoredox catalysts like [Ru(bpy) 3 )] 2+ and [Ir(ppy) 3 ] {bpy = bipyridine and ppy = 2-phenylpyridine}. 7,8 Advantageously, the electronic and physicochemical properties of porphyrinoids can be fine-tuned by suitable functionalization at the periphery. 9 Porphyrinoids, which will absorb the whole UV− vis region of the spectrum, will have great potential in this regard.…”

Section: ■ Introductionmentioning

confidence: 99%

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Photocatalytic C–H Thiocyanation of Corroles: Development of Near-Infrared (NIR)-Emissive Dyes

et al. 2021

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A new method of activating corrole macrocycles via an in situ generated SCN radical has been developed at very mild conditions at room temperature. This photoredox reaction resulted in the generation of tetrathiocyanatocorroles in good yields. The synthesis of tetrathiocyanatocorroles was never reported earlier. Single-crystal XRD analysis reveals that the insertion of four thiocyanate moieties at the four β-pyrrolic positions has imparted significant distortion to the corrole macrocycle. The generated tetrathiocyanatocorroles are different from the parent corroles in many ways. The photophysical properties of the newly synthesized tetrathiocyanatocorroles are dramatically altered from the parent corroles. The absorption feature of these modified corrole derivatives (both position and intensity) bears a nice similarity with the chlorophyll-a macrocycle. Thus, these newly synthesized molecules can be considered as spectroscopic model systems for chlorophyll-a pigments. The observed absorption and emission spectra of these tetrathiocyanatocorroles certainly point out that these newly developed ligand scaffolds and their various metal complexes will have immense potential as pigments in solar cells and also as NIR-emissive dyes. The observed C-H•••Au weak interactions in a representative Au(III)-corrole complex point out that these complexes are capable of activating the unfunctionalized C−H groups and thus will have potential implications in C-H activation reactions.

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Section: Introductionmentioning

confidence: 94%

Section: ■ Introductionmentioning

confidence: 99%

Photocatalytic C–H Thiocyanation of Corroles: Development of Near-Infrared (NIR)-Emissive Dyes

et al. 2021

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Section: Photoredox Chemistry: Metal-free Catalysts Challenges and Opportunitiesmentioning

confidence: 99%

Photoredox Chemistry with Organic Catalysts: Role of Computational Methods

et al. 2021

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Organic catalysts have the potential to carry out a wide range of otherwise thermally inaccessible reactions via photoredox routes. Early demonstrated successes of organic photoredox catalysts include one-electron CO 2 reduction and H 2 generation via water splitting. Photoredox systems are challenging to study and design owing to the sheer number and diversity of phenomena involved, including light absorption, emission, intersystem crossing, partial or complete charge transfer, and bond breaking or formation. Designing a viable photoredox route therefore requires consideration of a host of factors such as absorption wavelength, solvent, choice of electron donor or acceptor, and so on. Quantum chemistry methods can play a critical role in demystifying photoredox phenomena. Using one-electron CO 2 reduction with phenylene-based chromophores as an illustrative example, this perspective highlights recent developments in quantum chemistry that can advance our understanding of photoredox processes and proposes a way forward for driving the design and discovery of organic catalysts.

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“…The photochemical transformations have significantly impacted synthetic chemistry recently by the utilization of visible-light photocatalysts. [1][2][3] The frequently used visible-light photocatalysts are either organic dyes, 4 primarily pollutants in nature, or expensive transition-metal complexes. [5][6][7][8][9] Therefore the use of these photocatalysts in industrial, medicinal, and pharmaceutical applications are usually restricted.…”

Section: Introductionmentioning

confidence: 99%

Iodine-based reagents in photoredox-organocatalysis

Bose¹,

Mal²

2021

Arkivoc

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In recent decades, due to the rapid increase of environmental pollution and global warming, renewable energy sources for organic transformation have become popular research topics. In this aspect, photoredox catalyst under visible light irradiation and the metal-free condition has gained massive attention in organic synthesis. This review article plans to summarize the latest development and synthetic applications of hypervalent iodine reagents (HIR) combined with visible-light organo-photocatalyst. We present the HIRs in terms of the roles as group transfer reagents as well as oxidants.

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Metal‐Free Photo(redox) Catalysis

Cited by 10 publications

References 228 publications

Photocatalytic C–H Thiocyanation of Corroles: Development of Near-Infrared (NIR)-Emissive Dyes

Photocatalytic C–H Thiocyanation of Corroles: Development of Near-Infrared (NIR)-Emissive Dyes

Photoredox Chemistry with Organic Catalysts: Role of Computational Methods

Iodine-based reagents in photoredox-organocatalysis

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