molecules-20-11902.pdf (1.04 MB)
Ambiphilic Frustrated Lewis Pair Exhibiting High Robustness and Reversible Water Activation: Towards the Metal-Free Hydrogenation of Carbon Dioxide
journal contributionposted on 2019-10-02, 15:27 authored by Étienne Rochette, Marc-André Courtemanche, Alexander P. Pulis, Wenhua Bi, Frédéric-Georges Fontaine
The synthesis and structural characterization of a phenylene-bridged Frustrated Lewis Pair (FLP) having a 2,2,6,6‑tetramethylpiperidine (TMP) as the Lewis base and a 9-borabicyclo[3.3.1]nonane (BBN) as the Lewis acid is reported. This FLP exhibits unique robustness towards the products of carbon dioxide hydrogenation. The compound shows reversible splitting of water, formic acid and methanol while no reaction is observed in the presence of excess formaldehyde. The molecule is incredibly robust, showing little sign of degradation after heating at 80 °C in benzene with 10 equiv. of formic acid for 24 h. The robustness of the system could be exploited in the design of metal-free catalysts for the hydrogenation of carbon dioxide.
The authors would like to acknowledge National Sciences and Engineering Research Council of Canada (NSERC, Canada) and the Centre de Catalyse et Chimie Verte (Quebec) for financial support. M.-A.C. and E.R. would like to thank NSERC and FQRNT for scholarships. We acknowledge D.W. Stephan for the discussions.
CitationMolecules, 2015, 20 (7), pp. 11902-11914
Author affiliation/Organisation/COLLEGE OF SCIENCE AND ENGINEERING/Department of Chemistry
- VoR (Version of Record)