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

Álvaro Raya-Barón, Manuel A. Ortuño, Pascual Oña-Burgos, Antonio Rodríguez-Diéguez, Robert Langer, Chris Cramer, Istemi Kuzu, Ignacio Fernández

Research output: Contribution to journalArticle

13 Scopus citations

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.

Original languageEnglish (US)
Pages (from-to)4083-4089
Number of pages7
JournalOrganometallics
Volume35
Issue number24
DOIs
StatePublished - Dec 27 2016

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    Raya-Barón, Á., Ortuño, M. A., Oña-Burgos, P., Rodríguez-Diéguez, A., Langer, R., Cramer, C., Kuzu, I., & Fernández, I. (2016). Efficient Hydrosilylation of Acetophenone with a New Anthraquinonic Amide-Based Iron Precatalyst. Organometallics, 35(24), 4083-4089. https://doi.org/10.1021/acs.organomet.6b00765