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1 Mechanistic investigations of the asymmetric hydrosilylation of ketimines with trichlorosilane reveals a dual activation model and an organocatalyst with enhanced efficiency Xianfu Li, Andrew T. Reeder, Federica Torri, Harry Adams and Simon Jones* Department of Chemistry, University of Sheffield, Dainton Building, Brook Hill, Sheffield, UK. S3 7HF Email: [email protected] Copies of 1 H and 13 C NMR data 2 Copies of HPLC data 22 Thermal ellipsoid plot of catalyst 17 (CCDC 1517809) 34 Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is © The Royal Society of Chemistry 2017

 · 15/01/2010 14:09:53 Work3 XL3-34 XL3-34 Chromatogram XL3-34 Clarity Instrument XL3-34 DATA\XL3-34 Clarity 15/01/2010 14:11 UV@254nm RT Start Only, Down Bipolar, 10000 mV, 10 Samp

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Mechanistic investigations of the asymmetric hydrosilylation of ketimines with trichlorosilane

reveals a dual activation model and an organocatalyst with enhanced efficiency

Xianfu Li, Andrew T. Reeder, Federica Torri, Harry Adams and Simon Jones*

Department of Chemistry, University of Sheffield, Dainton Building, Brook Hill, Sheffield, UK. S3

7HF

Email: [email protected]

Copies of 1H and 13C NMR data 2

Copies of HPLC data 22

Thermal ellipsoid plot of catalyst 17 (CCDC 1517809) 34

Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.This journal is © The Royal Society of Chemistry 2017

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X-ray crystallographic representation of catalyst 17. Thermal ellipsoids are shown at 50% probability.

Submitted to the CCDC as 1517809