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Substitutions and dehydrogenations by 2,2-bis(trifluoromethyl)-ethylene-1,1-dicarbonitrile via hydride abstraction

✍ Scribed by Reinhard Brückner; Rolf Huisgen


Publisher
Elsevier Science
Year
1991
Tongue
French
Weight
291 KB
Volume
32
Category
Article
ISSN
0040-4039

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✦ Synopsis


Substitution of benzylic H by the title compound (BTF) gives rise to products with -CH(CF3)2 terminus exclusively; an intermediate benzylic ion pair results from hydride transfer. Instead of ion recombination, proton transfer may be the concluding step generating dehydrogenation products and 2,2-bis(triiuoromethyl)ethane-l , 1 -dicarbonitrile.


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Electrophilic substitutions by 2,2-bis(t
✍ Reinhard Brückner; Rolf Huisgen 📂 Article 📅 1991 🏛 Elsevier Science 🌐 French ⚖ 270 KB

The interaction of the title compound (BTF) with unsaturated nucleophiles (ketene dithioacetals, a-substituted vinyl ethers, N-vinylcarboxamides, enols, furans, N-methylpyrrole, N-methylindole) effects substitution of vinylic or aromatic H by -C(CF3)2-CH(CN)2. The highly electrophilic 2,2-bis(trifl

2,2-bis(trifluoromethyl)ethylene-1,1-dic
✍ Reinhard Brückner; Rolf Huisgen 📂 Article 📅 1990 🏛 Elsevier Science 🌐 French ⚖ 265 KB

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