Catalytic Ketone Hydrodeoxygenation Mediated by Highly Electrophilic Phosphonium Cations

Meera Mehta; Michael H. Holthausen; Ian Mallov; Manuel Pérez; Zheng Wang Qu; Stefan Grimme; Douglas W. Stephan

doi:10.1002/anie.201502579

Catalytic Ketone Hydrodeoxygenation Mediated by Highly Electrophilic Phosphonium Cations

Meera Mehta, Michael H. Holthausen, Ian Mallov, Manuel Pérez, Zheng Wang Qu, Stefan Grimme, Douglas W. Stephan

Inorganic Chemistry Group

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Abstract

Ketones are efficiently deoxygenated in the presence of silane using highly electrophilic phosphonium cation (EPC) salts as catalysts, thus affording the corresponding alkane and siloxane. The influence of distinct substitution patterns on the catalytic effectiveness of several EPCs was evaluated. The deoxygenation mechanism was probed by DFT methods.

Original language	English
Pages (from-to)	8250-8254
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	54
Issue number	28
Early online date	1 Jun 2015
DOIs	https://doi.org/10.1002/anie.201502579
Publication status	Published - 30 Jun 2015

Keywords

Lewis acids
density functional calculations
hydrosilylation
phosphorus
synthetic methods

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manuscript-deoxygenation-Mar-19Accepted author manuscript, 719 KB

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AU - Mehta, Meera

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AU - Pérez, Manuel

AU - Qu, Zheng Wang

AU - Grimme, Stefan

AU - Stephan, Douglas W.

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AB - Ketones are efficiently deoxygenated in the presence of silane using highly electrophilic phosphonium cation (EPC) salts as catalysts, thus affording the corresponding alkane and siloxane. The influence of distinct substitution patterns on the catalytic effectiveness of several EPCs was evaluated. The deoxygenation mechanism was probed by DFT methods.

KW - Lewis acids

KW - density functional calculations

KW - hydrosilylation

KW - phosphorus

KW - synthetic methods

UR - http://www.mendeley.com/research/catalytic-ketone-hydrodeoxygenation-mediated-highly-electrophilic-phosphonium-cations

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Catalytic Ketone Hydrodeoxygenation Mediated by Highly Electrophilic Phosphonium Cations

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Keywords

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