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Updated: Sep 9, 2025

Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions
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Published on: March 20, 2014

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バイニルハリドとフォトレドックスとニッケル二重触媒の交互結合反応の一般化

Kousik Das1, Nayan Saha1, Zhuofan Li1

  • 1Fakultät für Chemie und Pharmazie, Universität Regensburg, 93053, Regensburg, Germany.

Angewandte Chemie (International ed. in English)
|August 30, 2025
PubMed
まとめ

研究者は,ビニルハライドのクロスカップリングのための多用途のフォトレドックス方法を開発しました. この戦略により,幅広い範囲と高い機能群耐性を持つ7つの異なる結合形成反応が可能になり,医薬品の研究が加速されます.

キーワード:
クロスカップリング一般的な方法ニッケルフォトレドックスビニルハライド

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Wilhelm Rudolph Fittig discovered the pinacol coupling reaction in 1859. It is a radical dimerization reaction and involves the reductive coupling of aldehydes or ketones in the presence of hydrocarbon solvent to yield vicinal diols.
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The radical dimerization of ketones or aldehydes gives vicinal diols through a pinacol coupling reaction. However, the behavior of titanium metals used for the reaction as a source of electrons is unusual. When the reaction is carried out in the presence of titanium, diols can be isolated at low temperatures. Else titanium further reacts with diols, forming alkenes through the McMurry reaction.
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Radical substitution reactions can be used to remove functional groups from molecules. The hydrogenolysis of alkyl halides is one such reaction, where the weak Sn–H bond in tributyltin hydride reacts with alkyl halides to form alkanes. Here, the reagent Bu3SnH yields tributyltin halide as a byproduct.
The bonds formed in this reaction are stronger than the bonds broken, making it energetically favorable. The reaction follows a radical chain mechanism similar to radical halogenation...
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