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Controlling the Lewis Acidity and Polymerizing Effectively Prevent Frustrated Lewis Pairs from Deactivation in the Hydrogenation of Terminal Alkynes

Qiang Liu, Liu Yang, Chenfei Yao, Jiao Geng, Youting Wu, Xingbang Hu

2021Organic Letters28 citationsDOI

Abstract

Two strategies were reported to prevent the deactivation of Frustrated Lewis pairs (FLPs) in the hydrogenation of terminal alkynes: reducing the Lewis acidity and polymerizing the Lewis acid. A polymeric Lewis acid (P-BPh3) with high stability was designed and synthesized. Excellent conversion (up to 99%) and selectivity can be achieved in the hydrogenation of terminal alkynes catalyzed by P-BPh3. This catalytic system works quite well for different substrates. In addition, the P-BPh3 can be easily recycled.

Topics & Concepts

Lewis acids and basesChemistryFrustrated Lewis pairCatalysisSelectivityPolymerizationTerminal (telecommunication)Polymer chemistryCombinatorial chemistryOrganic chemistryPolymerTelecommunicationsComputer scienceOrganoboron and organosilicon chemistryCatalytic Cross-Coupling ReactionsSulfur-Based Synthesis Techniques
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