Efficient Hydrosilylation of Acetophenone with a New Anthraquinonic Amide-Based Iron Precatalyst

TitleEfficient Hydrosilylation of Acetophenone with a New Anthraquinonic Amide-Based Iron Precatalyst
Publication TypeJournal Article
Year of Publication2016
AuthorsRaya-Barón Á, Ortuño MA, Oña-Burgos P, Rodríguez-Diéguez A, Langer R, Cramer CJ, Kuzu I, Fernandez I
JournalOrganometallics
Volume35
Pagination4083-4089
Abstract

A new iron complex based on a noninnocent anthraquinonic ligand has been synthesized and fully characterized through multiple techniques, including NMR, X-ray crystallography, mass spectrometry, and cyclic voltammetry. Exposure of ketone to that complex in the presence of (EtO)2MeSiH affords the corresponding silylated alcohol. Loadings as low as 0.25 mol % afford excellent yields at room temperature. Quantum–chemical analysis of the catalytic mechanism supports activation of the precatalyst to form a Fe–hydride intermediate, followed by ketone reduction and σ-bond metathesis.

URLhttp://dx.doi.org/10.1021/acs.organomet.6b00765
DOI10.1021/acs.organomet.6b00765
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