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Issue 1, 2013
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Studies of iron-mediated Pauson–Khand reactions of 1,1-disubstituted-allenylsilanes: mechanistic implications for a reactive three-membered iron metallacycle

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Abstract

Pauson–Khand reactions of 1,1-disubstituted allenylsilanes have been explored using diiron nonacarbonyl. These studies describe the characterization of three-membered iron metallacycles as reaction-competent intermediates leading to stereoselective formation of highly functionalized 4-alkylidene-2-cyclopenten-1-ones. Studies of the reaction profile provide insights leading to the proposal of a stereoselective mechanistic pathway, which has not been previously explored. Furthermore, these reactions have been examined using computational chemistry, and these efforts have detailed the unique behavior of Fe(CO)4 and its role in Pauson–Khand processes.

Graphical abstract: Studies of iron-mediated Pauson–Khand reactions of 1,1-disubstituted-allenylsilanes: mechanistic implications for a reactive three-membered iron metallacycle

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Publication details

The article was received on 01 Sep 2012, accepted on 12 Oct 2012 and first published on 15 Oct 2012


Article type: Edge Article
DOI: 10.1039/C2SC21404K
Chem. Sci., 2013,4, 238-247

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    Studies of iron-mediated Pauson–Khand reactions of 1,1-disubstituted-allenylsilanes: mechanistic implications for a reactive three-membered iron metallacycle

    D. R. Williams, A. A. Shah, S. Mazumder and M. Baik, Chem. Sci., 2013, 4, 238
    DOI: 10.1039/C2SC21404K

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