Selective hydrodeoxygenation of α, β-unsaturated carbonyl compounds to alkenes

• Published in: Nature communications Vol. 15; no. 1; p. 2166
• Main Authors: Wang, Tianjiao, Xin, Yu, Chen, Bingfeng, Zhang, Bin, Luan, Sen, Dong, Minghua, Wu, Yuxuan, Cheng, Xiaomeng, Liu, Ye, Liu, Huizhen, Han, Buxing
• Format: Journal Article
• Language: English
• Published: London Nature Publishing Group UK 09-03-2024; Nature Publishing Group; Nature Portfolio
• Subjects: 639/638/224; 639/638/77/887; Acids; Alcohol; Alcohols; Alkenes; Biomass; Carbonyl compounds; Carbonyl groups; Carbonyls; Catalysts; Chemistry; Crystal structure; Functional groups; Humanities and Social Sciences; Hydrogenation; Microscopy; multidisciplinary; Nanostructured materials; Science; Science (multidisciplinary); Selectivity; Temperature; Zinc oxides
• ISSN: 2041-1723; 2041-1723
• DOI: 10.1038/s41467-024-46383-9

Achieving selective hydrodeoxygenation of α, β-unsaturated carbonyl groups to alkenes poses a substantial challenge due to the presence of multiple functional groups. In this study, we develop a ZnNC-X catalyst (X represents the calcination temperature) that incorporates both Lewis acidic-basic sites and Zn-N
x
sites to address this challenge. Among the catalyst variants, ZnNC-900 catalyst exhibits impressive selectivity for alkenes in the hydrodeoxygenation of α, β-unsaturated carbonyl compounds, achieving up to 94.8% selectivity. Through comprehensive mechanism investigations and catalyst characterization, we identify the Lewis acidic-basic sites as responsible for the selective hydrogenation of C=O bonds, while the Zn-N
x
sites facilitate the subsequent selective hydrodeoxygenation step. Furthermore, ZnNC-900 catalyst displays broad applicability across a diverse range of unsaturated carbonyl compounds. These findings not only offer valuable insights into the design of effective catalysts for controlling alkene selectivity but also extend the scope of sustainable transformations in synthetic chemistry.
The selective reduction of α, β-unsaturated carbonyls remains a challenge. Here the authors report a zinc-based catalyst for this reaction, converting α, β-unsaturated carbonyl compounds into unsaturated alcohols followed by hydrodeoxygenation to form alkenes.