A metal-free heterogeneous photocatalyst for the selective oxidative cleavage of CC bonds in aryl olefins<i>via</i>harvesting direct solar energy

Zhang, Yu; Hatami, Nareh; Lange, Niklas Simon; Ronge, Emanuel; Schilling, Waldemar; Jooß, Christian; Das, Shoubhik

doi:10.1039/d0gc01187h

Cited by 102 publications

(58 citation statements)

References 67 publications

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“…It should be noted that although quasi monochromatic artificial light generated by cost effective LEDs is typically utilized in organic photoredox catalysis, several works report using solar light under outdoor conditions in CN mediated organic synthesis that illustrates solar-to-chemicals concept in sustainable transition metal free heterogeneous organic synthesis. [72] The interesting concept of using a combination of CNs and electron mediator, O 2 or methyl viologen, as 'light-activated acid' in organocatalysis has been validated in synthesis of ketals and acetals, a reaction that typically requires acid catalysis. [73] Finally, we would like to point out that the application of carbon nitrides in light energy conversion extends beyond organic synthesis.…”

Section: Overview Of Photocatalytically Active Materialsmentioning

confidence: 99%

Emerging Concepts in Carbon Nitride Organic Photocatalysis

Mazzanti

Savateev

2020

ChemPlusChem

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Carbon nitrides encompass a class of transition-metal-free materials possessing numerous advantages such as low cost (few Euros per gram), high chemical stability, broad tunability of redox potentials and optical bandgap, recyclability, and a high absorption coefficient (> 10 5 cm À 1), which make them highly attractive for application in photoredox catalysis. In this Review, we classify carbon nitrides based on their unique properties, structure, and redox potentials. We summarize recently emerging concepts in heterogeneous carbon nitride photocatalysis, with an emphasis on the synthesis of organic compounds: 1) Illumination-Driven Electron Accumulation in Semiconductors and Exploitation (IDEASE); 2) singlet-triplet intersystem crossing in carbon nitride excited states and related energy transfer; 3) architectures of flow photoreactors; and 4) dual metal/carbon nitride photocatalysis. The objective of this Review is to provide a detailed overview regarding innovative research in carbon nitride photocatalysis focusing on these topics.

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Section: Overview Of Photocatalytically Active Materialsmentioning

confidence: 99%

Emerging Concepts in Carbon Nitride Organic Photocatalysis

Mazzanti

Savateev

2020

ChemPlusChem

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“…We have carried out a number of experiments to understand the possible mechanism of the conversion of the styrenes. [38] Thus, the reaction was conducted in the presence of different additives such as (2,2,6,6-tetramethylpiperidin-1-yl) oxidanyl (TEMPO), benzoquinone, and 1,4-diazabicyclo[2.2.2] octane (DABCO) ( Table S11). The use of TEMPO (free radical quencher) and benzoquinone (superoxide quencher) completely prevented the transformation.…”

Section: Full Papermentioning

confidence: 99%

Visible‐Light‐Activated C−C Bond Cleavage and Aerobic Oxidation of Benzyl Alcohols Employing BiMXO₅ (M=Mg, Cd, Ni, Co, Pb, Ca and X=V, P)

Bhim

Sasmal

Gopalakrishnan

et al. 2020

Chemistry An Asian Journal

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The synthesis, structure, optical and photocatalytic studies of a family of compounds with the general formula, BiMXO 5 ; M = Mg, Cd, Ni, Co, Pb, Ca and X = V, P is presented. The compounds were prepared by regular solid-state reaction of constituents in the temperature range of 720-810°C for 24 h. The compounds were characterized by powder X-ray diffraction (PXRD) methods. The Rietveld refinement of the PXRD patterns have been carried out to establish the structure. The optical absorption spectra along with the colors in daylight have been explained employing the allowed d-d transition. In addition, the observed colors of some of the V 5 + containing compounds were explained using metal-to-metal charge transfer (MMCT) from the partially filled transition-metal 3d orbitals to the empty 3d orbitals of V 5 + ions. The near IR (NIR) reflectivity studies indicate that many compounds exhibit good NIR reflectivity, suggesting that these compounds can be employed as 'cool pigments'. The experimentally determined band gaps of the prepared compounds were found to be suitable to exploit them for visible light activated photocatalysis. Photocatalytic CÀ C bond cleavage of alkenes and aerobic oxidation of alcohols were investigated employing visible light, which gave good yields and selectivity. The present study clearly demonstrated the versatility of the Paganoite family of compounds (BiMXO 5) towards new colored inorganic materials, visible-light photocatalysts and 'cool pigments'.

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“…But owing to the price, metal-free catalysts should get more priority. [84][85][86] Additionally, if these can be achieved with a metal-free heterogeneous catalyst, the whole procedure will be much more attractive from the pharmaceutical point of view.…”

Section: Discussionmentioning

confidence: 99%

Deal;Photoredox Catalysis for the Cycloaddition Reactions

Zhang

Das

2020

ChemCatChem

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Cycloaddition reaction is a powerful tool for the synthesis of cyclic structures in a green way. High‐energy ultraviolet (UV) light was strictly required for the traditional photochemical processes. However, in the past ten years, discovery of photoredox catalysis for the cycloaddition reactions have attracted significant attention. Based on these elegant works, this review will summarize recent progresses in the visible‐light‐induced [2+2] and [4+2] cycloaddition reactions.

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A metal-free heterogeneous photocatalyst for the selective oxidative cleavage of CC bonds in aryl olefinsviaharvesting direct solar energy

Abstract: A mild protocol has been developed using polymeric carbon nitrides (PCN) as metal-free heterogeneous photocatalyst to convert olefins into the corresponding carbonyls which even can be applied in the gram scale synthesis using direct solar energy.

Cited by 102 publications

References 67 publications

Emerging Concepts in Carbon Nitride Organic Photocatalysis

Emerging Concepts in Carbon Nitride Organic Photocatalysis

Visible‐Light‐Activated C−C Bond Cleavage and Aerobic Oxidation of Benzyl Alcohols Employing BiMXO₅ (M=Mg, Cd, Ni, Co, Pb, Ca and X=V, P)

Deal;Photoredox Catalysis for the Cycloaddition Reactions

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A metal-free heterogeneous photocatalyst for the selective oxidative cleavage of CC bonds in aryl olefinsviaharvesting direct solar energy

Abstract: A mild protocol has been developed using polymeric carbon nitrides (PCN) as metal-free heterogeneous photocatalyst to convert olefins into the corresponding carbonyls which even can be applied in the gram scale synthesis using direct solar energy.

Cited by 102 publications

References 67 publications

Emerging Concepts in Carbon Nitride Organic Photocatalysis

Emerging Concepts in Carbon Nitride Organic Photocatalysis

Visible‐Light‐Activated C−C Bond Cleavage and Aerobic Oxidation of Benzyl Alcohols Employing BiMXO5 (M=Mg, Cd, Ni, Co, Pb, Ca and X=V, P)

Deal;Photoredox Catalysis for the Cycloaddition Reactions

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Visible‐Light‐Activated C−C Bond Cleavage and Aerobic Oxidation of Benzyl Alcohols Employing BiMXO₅ (M=Mg, Cd, Ni, Co, Pb, Ca and X=V, P)