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. 2015 Jul 6;54(28):8250-4.
doi: 10.1002/anie.201502579. Epub 2015 Jun 1.

Catalytic Ketone Hydrodeoxygenation Mediated by Highly Electrophilic Phosphonium Cations

Meera Mehta  1 , Michael H Holthausen  1 , Ian Mallov  1 , Manuel Pérez  1 , Zheng-Wang Qu  2 , Stefan Grimme  2 , Douglas W Stephan  3
Affiliations

Catalytic Ketone Hydrodeoxygenation Mediated by Highly Electrophilic Phosphonium Cations

Meera Mehta et al. Angew Chem Int Ed Engl. .

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.

Keywords: Lewis acids; density functional calculations; hydrosilylation; phosphorus; synthetic methods.

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