Heterogeneous photocatalytic anaerobic oxidation of alcohols to ketones by Pt-mediated hole oxidation

Sun, Danhui; Li, Peihe; Wang, Xia; Wang, Yingying; Wang, Jinghui; Wang, Yin; Lu, Yonglai; Duan, Limei; Sarina, Sarina; Zhu, Hongkai; Liu, Jinghai

doi:10.1039/d0cc03325a

Cited by 32 publications

(26 citation statements)

References 38 publications

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“…Therefore, developing visible‐light active photocatalysts for LDAS is highly desired. Several visible‐light active semiconductors such as CdS, [29,30,74] CdS x Se 1‐x , [74] and graphitic carbon nitride [31,32] have been modified with metal particles for catalyzing LDAS. In particular, it has been shown that Ni‐modified CdS (Ni/CdS) can efficiently split a variety of alcohols into H 2 and corresponding carbonyl compounds in a stoichiometric manner under irradiation of visible light [29] …”

Section: A Brief Development History Of Ldasmentioning

confidence: 99%

“…Loading metal particles on the surfaces of semiconductors can significantly enhance the activity of the pure semiconductors in LDAS, which could be attributed to the formation of the Schottky barrier [46,48] and the catalytic properties of the metals. The metal particles, also called co‐catalysts, are transition metals such as Pt, [32,65,66,71,74,75] Pd, [32,74,75] Ru, [32,75] Au, [67,69] Ni [29,30,63,73] . Their crystal structures are usually face‐centered cubic (fcc) structures (Figure 2).…”

Section: Heterogeneous Photocatalysts For Ldasmentioning

confidence: 99%

“…The only by‐product, hydrogen, is a sustainable energy carrier due to its high energy capacity [8–9] . It is worth noting that high selectivity of aldehydes or ketones can be achieved in this approach owing to the absence of oxidants [10–32] …”

Section: Introductionmentioning

confidence: 99%

“…Alcohol splitting is an uphill reaction (endothermic), implying that energy is required to drive this reaction [10–32] . Conventional alcohol splitting reactions are usually conducted at equal or above 90 °C [10–24] .…”

Section: Introductionmentioning

confidence: 99%

“…Photocatalysis has been applied in a variety of chemical transformations with high selectivity under mild conditions [33–37] . Light‐driven alcohol splitting (LDAS) catalyzed by heterogeneous or homogeneous catalysts under mild conditions (irradiation of visible light, room temperature) and in a readily available vessel (e. g. flask) has been demonstrated [26–32] . In particular, LDAS catalyzed by heterogeneous photocatalysts can be conducted under neat condition; more importantly, the photocatalysts can be easily separated from the reaction mixtures and reused, greatly benefitting synthetic chemistry [29–32] …”

Section: Introductionmentioning

confidence: 99%

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Light‐Driven Alcohol Splitting by Heterogeneous Photocatalysis: Recent Advances, Mechanism and Prospects

Chai

2021

Chemistry An Asian Journal

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Splitting of alcohols into hydrogen and corresponding carbonyl compounds, also called acceptorless alcohol dehydrogenation, is of great significance for both synthetic chemistry and hydrogen production. Light‐Driven Alcohol Splitting (LDAS) by heterogeneous photocatalysis is a promising route to achieve such transformations, and it possesses advantages including high selectivity of the carbonyl compounds, extremely mild reaction conditions (room temperature and irradiation of visible light) and easy separation of the photocatalysts from the reaction mixtures. Because a variety of alcohols can be derived from biomass, LDAS can also be regarded as one of the most sustainable approaches for hydrogen production. In this Review, recent advances in the LDAS catalyzed by the heterogeneous photocatalysts are summarized, focusing on the mechanistic insights for the LDAS and aspects that influence the performance of the photocatalysts from viewpoints of metallic co‐catalysts, semiconductors, and metal/semiconductor interfaces. In addition, challenges and prospects have been discussed in order to present a complete picture of this field.

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Section: A Brief Development History Of Ldasmentioning

confidence: 99%

Section: Heterogeneous Photocatalysts For Ldasmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Light‐Driven Alcohol Splitting by Heterogeneous Photocatalysis: Recent Advances, Mechanism and Prospects

Chai

2021

Chemistry An Asian Journal

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Photogenerated Azido Radical Mediated Oxidation: Access to Carbonyl Functionality from Alcohols, Alkylarenes, and Olefins via Organophotoredox

Shee

Singh

2022

Adv Synth Catal

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Azido radical mediated photocatalytic oxidation method for the selective oxidation of various well‐known feedstocks, such as (hetero)aromatic or aliphatic alcohols, alkylarenes, and terminal alkenes, is successfully accomplished. Herein, the catalytic HAT and reversible addition/elimination strategies of azido radical have been explored to convert the commonly oxidizable functionalities into invaluable carbonyls or tertiary alcohols using an organic photocatalyst 4CzIPN with tetrabutyl ammonium azide (TBAN3) and air/O2 as an oxidant. Indeed, this mild, operationally simple, and productive method offers good to excellent product yields with a wide range of structurally diverse substrates, including pharmaceutical derivatives with good functional group tolerance. Several control experiments have been carried out to investigate the detailed reaction mechanism.

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Synthesis of Cu(II) complexes by N,O‐donor ligand transformation and their catalytic role in visible‐light‐driven alcohol oxidation

Ranjan

Kundu

Kyarikwal

et al. 2021

Applied Organom Chemis

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Visible-light-driven photoreactions using metal complexes as catalysts are currently a research hotspot in terms of the development of environmentally friendly sustainable processes. To develop potential copper-based photocatalysts, a Mannich base ligand, namely, 2,4-dichloro-6-((4-(2-hydroxyethyl) piperazin-1-yl)methyl)phenol (H 2 L), has been synthesized and characterized.Two copper complexes [Cu (HL 1 )] ( 1) and [Cu (HL 2 )] (2) have been obtained from H 2 L, where the ligand undergoes an unprecedented transformation plausibly via oxidation of piperazine ring to ketone, subsequent oxidation of enol and nucleophilic attack of methanol followed by hydrolysis of amide bond, resulting piperazine ring cleavage. Under the irradiation of visible light, these catalysts can oxidize primary alcohols into corresponding aldehydes with very good conversion and high selectivity in the presence of molecular oxygen. The photocatalysts could be recovered almost quantitatively after completion of the catalytic cycle and recycled at least four times without much depreciation of catalytic activity. A plausible mechanistic pathway for alcohol oxidation has been explored through electrospray ionization mass spectrometry (ESI-MS) spectrometric, cyclic voltammetry, UV-vis, and computational study.

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Heterogeneous photocatalytic anaerobic oxidation of alcohols to ketones by Pt-mediated hole oxidation

Abstract: We report a platinum nanocluster/graphitic carbon nitride (Pt/g-C3N4) composite solid catalyst with photocatalytic anaerobic oxidation function for highly active and selective transformation of alcohols to ketones. The desirable products were...

Cited by 32 publications

References 38 publications

Light‐Driven Alcohol Splitting by Heterogeneous Photocatalysis: Recent Advances, Mechanism and Prospects

Light‐Driven Alcohol Splitting by Heterogeneous Photocatalysis: Recent Advances, Mechanism and Prospects

Photogenerated Azido Radical Mediated Oxidation: Access to Carbonyl Functionality from Alcohols, Alkylarenes, and Olefins via Organophotoredox

Synthesis of Cu(II) complexes by N,O‐donor ligand transformation and their catalytic role in visible‐light‐driven alcohol oxidation

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