The electrophilic substitution of ferrocene by protonated carbonyl compounds |
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Authors: | Ruldolf Herrmann Ivar Ugi |
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Affiliation: | Institut für Organische Chemie der Technischen Universita? Müchen, 8046 Garching, West Germany |
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Abstract: | The α-ferrocenylalkyl caebenium ions are formed from ferrocene and carbonyl compounds in strongly acidic media, in particular mixtures of fluorosulfuric acid and trichloroacetic acid. The α-ferrocenylalkyl carbenium ions are scavenged by nucleophiles or bases. The addition of nucleophiles produces the corresponding α-substituted ferrocenyl alkanes. Proton abstraction by base from the β-position leads to the ferrocenylethene derivatives.Such electrophilic substitutions of ferrocene by carbonyl compounds, followed by suitable scavengeing of the α-ferrocenylalkyl carbenium ion, form the basis of one-pot syntheses of various ferrocene derivatives. |
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