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Vinylic CF bond activation with low-valent zirconocene: the generation and cross-coupling reactions of 1-fluorovinylzirconocene

✍ Scribed by Masaki Fujiwara; Junji Ichikawa; Tatsuo Okauchi; Toru Minami

Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
290 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis

p-2,2-Difluorovinyloxyphenyl)dimethylamine, readily obtained from 2,2,2-trifluoroethanol, is treated with zirconocene equivalent 'Cp2Zr' to generate thermostable 1-fluorovinylzirconocene via a C-F bond cleavage. This 1-fluorovinylzirconocene can be used for C--C bond formation through the cross-coupling with aryl iodides in the presence of palladium catalyst and zinc iodide, leading to (Z)-1-aryl-2-(p-dimethylaminophenoxy)-1-fluoroolefins in good yields.

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ChemInform Abstract: Vinylic C—F Bond Activation with Low-Valent Zirconocene: The Generation and Cross-Coupling Reactions of 1-Fluorovinylzirconocene.
✍ Masaki Fujiwara; Junji Ichikawa; Tatsuo Okauchi; Toru Minami 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 34 KB 👁 2 views

Vinylic C-F Bond Activation with Low-Valent Zirconocene: The Generation and Cross-Coupling Reactions of 1-Fluorovinylzirconocene. -Depending on the functional group Y, difluoroolefins (I) react with low valent Cp 2 Zr, generated in situ from Cp 2 ZrCl 2 and BuLi, to give a solution of either interme