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Updated: Jul 2, 2026

Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-(phosphinetriyl)tripiperidine]}palladium Under Mild Reaction Conditions
11:44

Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-(phosphinetriyl)tripiperidine]}palladium Under Mild Reaction Conditions

Published on: March 21, 2014

P-キロゲン型ダイアミノフォスフィン酸化物:非対称な触媒のキラルリンパリンガンドの新しいクラス

Tetsuhiro Nemoto1, Takayoshi Matsumoto, Takamasa Masuda

  • 1Graduate School of Pharmaceutical Sciences, Chiba University, Yayoi-cho, Inage-ku, Chiba 263-8522, Japan.

Journal of the American Chemical Society
|March 25, 2004
PubMed
まとめ

新しいP-キロゲン型ダイアミノフォスフィン酸化物リガンドが合成され,パラジアム触媒による非対称性アリル置換に使用された. この方法により,高収量とエナチオセレクティブ性を持つキラル四次炭素センターを効率的に作成できます.

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Chirality at Nitrogen, Phosphorus, and Sulfur

Chirality is most prevalent in carbon-based tetrahedral compounds, but this important facet of molecular symmetry extends to sp3-hybridized nitrogen, phosphorus and sulfur centers, including trivalent molecules with lone pairs. Here, the lone pair behaves as a functional group in addition to the other three substituents to form an analogous tetrahedral center that can be chiral.
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ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3

All ortho–para directors, excluding halogens, are activating groups. These groups donate electrons to the ring, making the ring carbons electron-rich. Consequently, the reactivity of the aromatic ring towards electrophilic substitution increases. For instance, the nitration of anisole is about 10,000 times faster than the nitration of benzene. The electron-donating effect of the methoxy group in anisole activates the ortho and para positions on the ring and stabilizes the corresponding...