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

doi:10.1021/acs.orglett.1c01073

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

Org Lett. 2021 May 7;23(9):3685-3690. doi: 10.1021/acs.orglett.1c01073. Epub 2021 Apr 20.

Authors

Qiang Liu¹, Liu Yang¹, Chenfei Yao¹, Jiao Geng¹, Youting Wu¹, Xingbang Hu¹

Affiliation

¹ School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China.

PMID: 33877853
DOI: 10.1021/acs.orglett.1c01073

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.