Journal ArticleDOI
Direct, Site-Selective and Redox-Neutral α-C−H Bond Functionalization of Tetrahydrofurans via Quantum Dots Photocatalysis
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TLDR
In this article, a semiconductor quantum dot (QD) conjugate of tetrahydrofuran (THF) was demonstrated to activate α-C-H bond of THF via forming QDs/THF conjugates.Abstract:
As one of the most ubiquitous bulk reagents available, the intrinsic chemical inertness of tetrahydrofuran (THF) makes direct and site-selective C(sp 3 )-H bond activation difficult, especially under redox neutral condition. Here, we demonstrate that semiconductor quantum dots (QDs) can activate α-C-H bond of THF via forming QDs/THF conjugates. Under visible light irradiation, the resultant alkoxyalkyl radical directly engages in radical cross-coupling with α-amino radical from amino C-H bonds or radical addition with alkene or phenylacetylene, respectively. In contrast to stoichiometric oxidant or hydrogen atom transfer reagents required in previous studies, the scalable benchtop approach can execute α-C-H bond functionalization of THF only by a QD photocatalyst under redox-neutral condition, thus providing a broad of value added chemicals starting from bulk THFs reagent. The high step- and atom-economy, high efficiency and broad substrate scope make the photocatalysis with QDs and visible light promising in both academic and industrial setting.read more
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Photocatalytic C(sp3) radical generation via C–H, C–C, and C–X bond cleavage
TL;DR: In this article , the most recent advancements in photocatalytic R˙ generation and highlights representative examples in this field are summarized and discussed in each section and a general mechanistic scenario and key r˙-forming steps are presented and discussed.
Journal ArticleDOI
CdS Quantum Dots as Potent Photoreductants for Organic Chemistry Enabled by Auger Processes.
Jonas K. Widness,Daniel G. Enny,Kaelyn S McFarlane-Connelly,Mahilet T Miedenbauer,Todd D. Krauss,Daniel J. Weix +5 more
TL;DR: In this paper , the ability of CdS nanocrystal quantum dots (QDs) to function as strong photoreductants was investigated and it was shown that Auger recombination, a photophysical phenomenon known to occur in photoexcited anionic QDs, generates transient thermally excited electrons to enable the observed reductions.
Journal ArticleDOI
Increasing unsaturated Se number and facilitating atomic hydrogen adsorption of WSe2+x nanodot for improving photocatalytic H2 production of TiO2
TL;DR: In this article , cost-effective 2D metal-selenides are verified to be potential candidate cocatalysts for photocatalytic H2 evolution, but their cocatalysis activities are limited by the scarce number of unsaturated Se atoms and their...
Journal ArticleDOI
A Unique Fe–N4 Coordination System Enabling Transformation of Oxygen into Superoxide for Photocatalytic CH Activation with High Efficiency and Selectivity
Xu Xiao,Zhoushilin Ruan,Qi Li,LiPing Zhang,Hui-min Meng,Qun Zhang,Hongliang Bao,Baojiang Jiang,Jing Zhou,Chuanyu Guo,Xiaolei Wang,Honggang Fu +11 more
TL;DR: In this article , the formation of individual Fe atoms on polymeric carbon nitride (CN), that activates O2 to create O2•− for facilitating the reaction of ethylbenzene to form acetophenone, is demonstrated.
Journal ArticleDOI
Reductive Carbon-Carbon Coupling on Metal Sites Regulates Photocatalytic CO2 Reduction in Water Using ZnSe Quantum Dots.
TL;DR: In this paper , the first example of introducing reductive carbon-carbon (C-C) coupling reaction to block the competing H 2 evolution in photocatalytic CO 2 reduction in water was described.
References
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Journal ArticleDOI
Copper-catalysed oxidative C–H/C–H coupling between olefins and simple ethers
TL;DR: The first copper-catalysed oxidative alkenylation of simple ethers to construct allylic ethers was successfully achieved and it is likely that this reaction is likely to proceed via a radical process.
Journal ArticleDOI
Mild, Redox-Neutral Formylation of Aryl Chlorides through the Photocatalytic Generation of Chlorine Radicals.
Matthew K. Nielsen,Benjamin J. Shields,Junyi Liu,Williams Michael James,Michael J. Zacuto,Abigail G. Doyle +5 more
TL;DR: A redox-neutral formylation of aryl chlorides that proceeds through selective 2-functionalization of 1,3-dioxolane through nickel and photoredox catalysis is reported, providing a distinct advantage over traditional reductive carbonylation.
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Catalyst-controlled selectivity in the C–H borylation of methane and ethane
TL;DR: Transition metal–catalyzed C–H borylation of methane with bis-pinacolborane (B2pin2) in cyclohexane solvent at 150°C under 2800 to 3500 kilopascals of methane pressure is reported.
Journal ArticleDOI
Photocatalytic Conversion of Nitrobenzene to Aniline through Sequential Proton-Coupled One-Electron Transfers from a Cadmium Sulfide Quantum Dot
TL;DR: Using cadmium sulfide quantum dots as visible-light photocatalysts for the reduction of nitrobenzene to aniline through six sequential photoinduced, proton-coupled electron transfers suggests, but does not prove, that electron transfer, not proton transfer, is rate-limiting for these reactions.
Journal ArticleDOI
Photocatalysis with Quantum Dots and Visible Light: Selective and Efficient Oxidation of Alcohols to Carbonyl Compounds through a Radical Relay Process in Water
Lei Min Zhao,Qing Yuan Meng,Xiang-Bing Fan,Chen Ye,Xu-Bing Li,Bin Chen,Vaidhyanathan Ramamurthy,Chen-Ho Tung,Li-Zhu Wu +8 more
TL;DR: The generality and selectivity reported here offer a new opportunity for further applications of CdSe quantum dot in organic transformations and high site-selectivity in polyhydroxy compounds.