Issue 1, 2013

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

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

Supplementary files

Article information

Article type
Edge Article
Submitted
01 Sep 2012
Accepted
12 Oct 2012
First published
15 Oct 2012

Chem. Sci., 2013,4, 238-247

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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