Chemoselective hydrogenation of α,β-unsaturated carbonyl compounds using a recyclable Ru catalyst embedded on a bisphosphine based POP

Abstract

Selective hydrogenation of the carbonyl functional group of α,β-unsaturated carbonyl compounds affords industrially important allylic alcohols. However, achieving the selective reduction of the carbonyl group in the presence of the activated olefinic group is challenging. Therefore, the development of a highly chemoselective, efficient, and recyclable catalyst for this transformation is greatly desirable from the industrial and environmental viewpoints. In this study, a Ru-immobilized bisphosphine-based porous organic polymer (Ru@PP-POP) was used as an efficient heterogeneous catalyst for chemoselective hydrogenation of cinnamaldehyde (CAL) to cinnamyl alcohol with high chemoselectivity (98%) and excellent recyclability. To the best of our knowledge, the catalyst, Ru@PP-POP showed a high turnover number (970) and a high turnover frequency (240 h−1) which is the best activity obtained using a phosphine based heterogeneous Ru-catalyst in this transformation. © 2020 The Korean Society of Industrial and Engineering Chemistry