期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 19, 期 26, 页码 8627-8633出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201300386
关键词
BrOnsted catalysis; gold; hydroaddition reactions; iron; Lewis catalysis
资金
- Consolider-Ingenio (proyecto MULTICAT)
- MCIINN
- ITQ
In this work it is shown that iron(III) and gold(I) triflimide efficiently catalyze the hydroaddition of a wide array of nucleophiles including water, alcohols, thiols, amines, alkynes, and alkenes to multiple CC bonds. The study of the catalytic activity and selectivity of iron(III), gold(I), and BrOnsted triflimides has unveiled that iron(III) triflimide [Fe(NTf2)3] is a robust catalyst under heating conditions, whereas gold(I) triflimide, even stabilized by PPh3, readily decomposes at 80 degrees C and releases triflimidic acid (HNTf2) that can catalyze the corresponding reaction, as shown by in situ 19F, 15N, and 31PNMR spectroscopy. The results presented here demonstrate that each of the two catalyst types has weaknesses and strengths and complement each other. Iron(III) triflimide can act as a substitute of gold(I) triflimide as a catalyst for hydroaddition reactions to unsaturated carbon-carbon bonds.
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