Selective Catalytic Formation of Cross-Tetramers from Tetrafluoroethylene, Ethylene, Alkynes, and Aldehydes via Nickelacycles as Key Reaction Intermediates

Selective Catalytic Formation of Cross-Tetramers from Tetrafluoroethylene, Ethylene, Alkynes, and Aldehydes via Nickelacycles as Key Reaction Intermediates
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DOI:
10.1021/jacs.8b11671
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发表时间:
2018-12-19
影响因子:
15
通讯作者:
Ogoshi, Sensuke
Ogoshi, Sensuke
中科院分区:
化学1区
文献类型:
--
作者:
Kawashima, Takuya;Ohashi, Masato;Ogoshi, Sensuke

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在一定量的Ni(CoD)(2)(CoD=1,5-环辛二烯)和PCy3(Cy=环己基)存在下,四氟乙烯(TFE)、乙烯、炔烃和醛的交叉四聚反应生成了各种含氟的烯酮衍生物。这一反应是四种不饱和化合物之间高选择性交叉四聚反应的第一个例子。化学计量反应表明,本反应以部分氟化的五元和七元镍环为关键反应中间体。
In the presence of a catalytic amount of Ni(cod)(2) (cod = 1,5-cyclooctadiene) and PCy3 (Cy = cyclohexyl), the cross-tetramerization of tetrafluoroethylene (TFE), ethylene, alkynes, and aldehydes leads to a variety of fluorine-containing enone derivatives. This reaction is the first example of a highly selective cross-tetramerization between four different unsaturated compounds. Stoichiometric reactions revealed that the present reaction involves partially fluorinated five- and seven-membered nickelacycles as key reaction intermediates.