Cerium-Catalyzed Hydrosilylation of Acrylates to Give α-Silyl Esters

Aradhana Pindwal; Smita Patnaik; William C Everett; Arkady Ellern; Theresa L Windus; Aaron D Sadow

doi:10.1002/anie.201610263

Cerium-Catalyzed Hydrosilylation of Acrylates to Give α-Silyl Esters

Angew Chem Int Ed Engl. 2017 Jan 9;56(2):628-631. doi: 10.1002/anie.201610263. Epub 2016 Nov 30.

Authors

Aradhana Pindwal¹, Smita Patnaik¹, William C Everett¹, Arkady Ellern¹, Theresa L Windus¹, Aaron D Sadow¹

Affiliation

¹ Department of Chemistry and Center for Catalysis, Iowa State University, 1605 Gilman Hall, Ames, IA, 50011, USA.

PMID: 27900844
DOI: 10.1002/anie.201610263

Abstract

The homoleptic organocerium complex Ce{C(SiHMe₂ )₃ }₃ (1) reacts with B(C₆ F₅ )₃ to produce the zwitterionic bis(alkyl) hydridoborato Ce{C(SiHMe₂ )₃ }₂ HB(C₆ F₅ )₃ (2). NMR and IR spectroscopy and X-ray crystallography indicate that each alkyl ligand contains two bridging Ce↼H-Si interactions in both 1 and 2. Compound 2 serves as a precatalyst for the hydrosilylation of acrylates to give α-silyl esters at room temperature with a turnover number of 2200.

Keywords: X-ray diffraction; cerium; homogeneous catalysis; hydrosilylation; structure elucidation.

Publication types

Research Support, U.S. Gov't, Non-P.H.S.