トルーエンとエチルベンゼンのアリファティックC-H結合酸化は,二銅 (II) -ミュ-1,2-ペロキソ複合体によって開始されます

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Updated: Jun 25, 2026

[(DPEPhos)(bcp)Cu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst
09:12

[(DPEPhos)(bcp)Cu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst

Published on: May 21, 2019

Heather R Lucas1, Lei Li, Amy A Narducci Sarjeant

  • 1Department of Chemistry, The Johns Hopkins University, Baltimore, Maryland 21218, USA.

Journal of the American Chemical Society
|February 17, 2009
PubMed
まとめ

ポリピリジラミンリガンドを含む銅複合体は,トルーエンとエチルベンゼンのC-H結合を活性化し,新しい酸素化製品を形成する. この研究は,新しい銅オクソ種を明らかにし,この希少なC-H活性化化学のメカニズムを詳細に説明しています.

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Efficient Synthesis of Polyfunctionalized Benzenes in Water via Persulfate-promoted Benzannulation of α,β-Unsaturated Compounds and Alkynes

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Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides (CHIPS)06:34

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Reactions at the Benzylic Position: Oxidation and Reduction00:59

Reactions at the Benzylic Position: Oxidation and Reduction

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Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids

Diols are compounds with two hydroxyl groups. In addition to syn dihydroxylation, diols can also be synthesized through the process of anti dihydroxylation. The process involves treating an alkene with a peroxycarboxylic acid to form an epoxide. Epoxides are highly strained three-membered rings with oxygen and two carbons occupying the corners of an equilateral triangle. This step is followed by ring-opening of the epoxide in the presence of an aqueous acid to give a trans diol.
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Oxidation of Alkenes: Syn Dihydroxylation with Potassium Permanganate

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Radical Oxidation of Allylic and Benzylic Alcohols

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Benzene to 1,4-Cyclohexadiene: Birch Reduction Mechanism

Birch reduction uses solvated electrons as reducing agents. The reaction converts benzene to 1,4-cyclohexadiene. The reaction proceeds by the transfer of a single electron to the ring to form a benzene radical anion. This anion is highly basic—it abstracts a proton from the alcohol to form a cyclohexadienyl radical. Another single electron transfer gives the cyclohexadienyl anion. A proton transfer from the alcohol forms 1,4-cyclohexadiene. Since this reduction occurs via radical anion...